Rapid access to phenanthrene-based fused lactones via C(sp3)–H bond functionalization initiated triple ring constructionKoyama, R.; Matsuno, T.; Anada, M.; Sueki, S.; Makino, K.; Kawasaki-Takasuka, T.; Mori, K.*
Tetrahedron Chem.
ELSEVIER
We report the formation of phenanthrene-based fused lactone derivatives based on C(sp3)–H bond functionalization initiated triple ring construction. Employing a stoichiometric amount of Bi(OTf)3 was the key to the success of the present reaction. The reaction was stopped in the double ring construction under catalytic conditions. A detailed examination suggested that selecting an alkyl group adjacent to a methoxy group was critical to achieving the third cyclization (lactonization).
2025年09月, 研究論文(学術雑誌), 共同, 15,
DOI(公開)(r-map), 100138
1,6-Reduction-type hydride shift/cyclization process without adjacent heteroatom: stereoselective synthesis of hexahydrofluorene derivatives via internal redox reaction/Friedel-Crafts reaction sequenceMatsui, Wakana; Matsuno, Takayuki; Takiguchi, Ikuma; Anada, Masahiro; Sueki, Shunsuke; Makino, Kosho; Kawasaki-Takasuka, Tomoko; Yamanaka, Masahiro; Mori, Keiji
Organic Letters
AMER CHEMICAL SOC
We report stereoselective access to hexahydrofluorene derivatives with three contiguous stereogenic centers based on a hydride-shift-triggered C(sp3)-H bond functionalization (internal redox reaction). The key process is an unprecedented 1,6-reduction-type hydride shift at the position without an adjacent heteroatom. When alkenylidene malonates having a methine group adjacent to a para-methoxyphenyl group were treated with a catalytic amount of SnCl4, an internal redox reaction and an intramolecular Friedel-Crafts reaction proceeded successively to afford hexahydrofluorene derivatives with three contiguous stereogenic centers in good chemical yields with excellent diastereoselectivities. Additional experiments and DFT calculations revealed that the interconversion between the cis- and trans-isomers was responsible for the high yields and diastereoselectivities.
2025年06月03日, 研究論文(学術雑誌), 共同, 27, 23, 1523-7060,
DOI(公開)(r-map), 6198, 6203
Double Hydride Transfer Enabled Substitution of All hydrogens at a,b-Position of Cyclic Amines: Access to a,b-Unsaturated LactamsYamagishi, R.; Anada, M.; Sueki, S.; Makino, K.; Kojima, T.; Kawasaki-Takasuka, T.; Mori, K.*
Organic Letters
AMER CHEMICAL SOC
A one-shot substitution of all hydrogens at the alpha,beta-positions of saturated cyclic amines was achieved. The key feature of this reaction is the sequential involvement of intra- and intermolecular redox processes. When N,O-acetals obtained through an internal redox process were treated with a catalytic amount of Zn(OTf)2 and an excess amount of benzylidene barbiturates, three key transformations involving intermolecular redox process occurred successively to afford alpha,beta-unsaturated lactams in moderate to good chemical yields.
2025年02月13日, 研究論文(学術雑誌), 共同, 27, 8, 1523-7060,
DOI(公開)(r-map), 1961, 1966
(n+3)-Cyclization for the formation of benzo[7]annulene derivatives via [1,4]-hydride shift: A novel cyclization mode of internal redox reactionNagaki, J.; Kawasaki-Takasuka, T.; Mori, K.*
Synlett
GEORG THIEME VERLAG KG
We report a unique synthetic route to benzo[7]annulenederivatives. When benzylidene malonates having a 1-(N,N-dialkylami-no)alkyl group at the ortho-position are treated with a stoichiometricamount of M(OTf)3 (M = Sc, Yb, Gd), three transformations ([1,4]-hy-dride shift/isomerization into an enamine/intramolecular Stork enam-ine acylation) proceed sequentially to afford various benzo[7]annulenederivatives in moderate chemical yields. To our knowledge, the presentreaction is the first example of an internal redox reaction involving a[1,n]-hydride shift/(n+3)-cyclization process.
2024年11月14日, 研究論文(学術雑誌), 共同, 35, 18, 0936-5214,
DOI(公開)(r-map), 2143, 2147
Update of the Imine-Anion-Mediated Smiles Rearrangement: Application to Migration of Electron-Neutral/Rich Aromatic GroupsJinno, Shunki; Kawasaki-Takasuka, Tomoko; Mori, Keiji
SYNLETT
GEORG THIEME VERLAG KG
We have revisited the imine-anion-mediated Smiles rearrangement for the synthesis of ortho-hydroxyphenyl arylketimines. Detailed examinations revealed that migration of various aromatic groups, previously considered to be unsuited to SNAr-type reactions, such as electron-rich or sterically hindered aromatic groups, can be accomplished by introducing bulky 9-anthryllithium as a nucleophile. Among the aromatic groups examined, naphthyl groups (1- and 2-naphthyl groups) exhibited an excellent performance, and their migration ability was well illustrated by the reaction with less bulky nucleophiles.
2024年08月15日, 研究論文(学術雑誌), 共同, 35, 13, 0936-5214,
DOI(公開)(r-map), 1565, 1568
Stereoselective synthesis of 6/7/6-fused heterocycles with multiple stereocenters via an internal redox reaction/inverse electron-demand hetero-Diels-Alder reaction sequenceSakai, Dan; Kojima, Tatsuhiro; Kawasaki-Takasuka, Tomoko; Mori, Keiji
CHEMICAL COMMUNICATIONS
ROYAL SOC CHEMISTRY
A highly stereoselective synthesis of fused heterocycles with multiple stereocenters via an internal redox reaction/inverse electron-demand hetero-Diels-Alder (IEDHDA) reaction sequence is described. The present reaction sequence has three interesting features: (1) complete control of two potentially competitive processes, i.e., hetero-Diels-Alder reaction and [1,5]-hydride shift; (2) one-shot construction of the complicated 6/7/6-fused heterocyclic structure having multiple stereocenters; and (3) high control of its stereoselectivity. When alkenylidene barbiturates with an allyl benzyl ether moiety were treated with a catalytic amount of Sc(OTf)(3) and 2,2 '-bipyridine, the internal redox reaction/IEDHDA reaction proceeded successively to afford 6/7/6-fused heterocycles in good chemical yields with good to excellent diastereoselectivities.
2024年06月27日, 研究論文(学術雑誌), 共同, 60, 53, 1359-7345,
DOI(公開)(r-map), 6797, 6800
Divergent Synthesis of Multi-Substituted Phenanthrenes via Internal Redox Reaction/Ring Expansion SequenceKoyama, Ryosei; Anada, Masahiro; Sueki, Shunsuke; Makino, Kosho; Kojima, Tatsuhiro; Kawasaki-Takasuka, Tomoko; Mori, Keiji
Chemical Communications
ROYAL SOC CHEMISTRY
We report an effective synthetic route to multi-substituted phenanthrenes via an internal redox reaction/ring expansion sequence. The interesting feature of the present system is that it allows for the divergent synthesis of the target skeleton depending on the selected Lewis acid catalyst. When benzylidene malonates with a cyclic structure at the ortho-position were treated with BF3OEt2, three sequential processes (internal redox reaction/elimination of the alkoxy group/ring expansion) proceeded to give phenanthrene derivatives in which the alkoxycarbonyl (CO2R) group and the alkyl (R) group were in close proximity to each other, in good chemical yields. In sharp contrast, treatment with Bi(OTf)(3) exclusively led to the formation of another type of phenanthrene, whose R group was positioned distal to the CO2R group.
2024年04月02日, 研究論文(学術雑誌), 共同, 60, 28, 1359-7345,
DOI(公開)(r-map), 3822, 3825
Synthesis of polysubstituted naphthalenes by a hydride shift mediated C–H bond functionalization/aromatization sequenceAmano, K.; Kawasaki-Takasuka, T.; Mori, K.*
Organic Letters
AMER CHEMICAL SOC
A synthetic strategy for forming multisubstituted naphthalenes based on hydride shift mediated C(sp(3))-H bond functionalization was developed. This strategy consists of three successive transformations: (1) an intramolecular hydride shift mediated C(sp(3))-H bond functionalization; (2) a decarboxylative fragmentation; and (3) an oxidation reaction. When benzylidene malonates having a 2-alkoxyethyl group at the ortho position were treated with a catalytic amount of Al(OTf)(3), the hydride shift/cyclization reaction proceeded smoothly to afford tetralin derivatives in good chemical yields. The resulting tetralins were easily converted into naphthalenes by exposing them to modified Krapcho decarboxylation reaction conditions (LiCl, DMSO, and heating under an O-2 atmosphere). The one-pot operation of these two reactions was also realized.
2024年02月28日, 研究論文(学術雑誌), 共同, 26, 9, 1523-7060,
DOI(公開)(r-map), 1824, 1827
Silyl-Group Boosted Internal Redox Reaction: Hydride Shift from an Aliphatic Secondary Position for the Formation of Six- and Seven-Membered CarbocyclesOkawa, H.; Kawasaki-Takasuka, T.; Mori, K.*
Organic Letters
AMER CHEMICAL SOC
We report a hydride shift/cyclization reaction at the aliphatic secondary position (methylene group). The key to accomplishing this reaction was the employment of benzylidene malonate having a silyl group beta to the hydride donor carbon. When the corresponding malonates were treated with a catalytic amount of Al(OTf)3, the [1,5]-hydride shift from the simple aliphatic secondary position proceeded smoothly to afford silyl-group substituted tetralin derivatives in excellent chemical yields (up to 98%). This reaction system was applied to the formation of seven-membered carbocycles via the [1,6]-hydride shift mediated process.
2024年02月21日, 研究論文(学術雑誌), 共同, 26, 8, 1523-7060,
DOI(公開)(r-map), 1662, 1666
Diarylmethylamine (“Butterfly”-type amine) unit: a useful unit for the modulation of catalytic activity of aminothiourea catalystsOgawa, H.; Okawa, H.; Mori, K.*
Synlett
GEORG THIEME VERLAG KG
We investigated the effects of substituents on the aromatic rings in a diarylmethylamine unit (which we have named the 'butterfly'-type amine unit) in an aminothiourea catalyst. Detailed examination of the electronic effects of the aromatic rings revealed that the catalyst having a 3,5-bis(trifluoromethyl)phenyl group was the best, realizing an excellent chemical yield and enantioselectivity in an asymmetric Michael reaction between nitrostyrene and dimethyl malonate. Importantly, its catalytic ability as a chiral catalyst is superior to that of the well-known aminothiourea catalyst, the Takemoto catalyst, and this characteristic was observed in various asymmetric reactions.
2023年10月04日, 研究論文(学術雑誌), 共同, 34, 16, 0936-5214,
DOI(公開)(r-map), 1899, 1904
Lewis acid-catalyzed formal 1,3-aminomethyl migrationShibata, S.; Amano, K.; Kojima, T.; Mori, K.*
Chemical Communications
ROYAL SOC CHEMISTRY
Here we report a Lewis acid-catalyzed 1,3-aminomethyl migration rection. When & delta;-amino acid derivatives were treated with a catalytic amount of Sc(OTf)(3), 1,3-migration of the aminomethyl group proceeded smoothly to afford & beta;-amino acid derivatives in moderate to good chemical yields. Detailed investigation suggested that this migration reaction proceeded through the fragmentation/recombination pathway.
2023年08月15日, 研究論文(学術雑誌), 共同, 59, 66, 1359-7345,
DOI(公開)(r-map), 9976, 9979
分子内の酸化還元を介するC(sp3)-H結合官能基化型環化反応森 啓二、秋山隆彦
有機合成化学協会誌
有機合成化学協会
Direct transformation of unactivated bond such as C-H bond is an important transformation. Because of its high utility from the viewpoints of atom economy and step economy, much effort has been devoted to the development of novel and more efficient strategies. Most of the reported processes have been relied on the use of active, transition metal (TM) catalysts. Unfortunately, this chemistry is hounded by the problem that stoichiometric amounts of oxidants, which become waste after the reaction, are required for the regeneration of the active oxidation state of TM. Needless to say, the use of toxic TM catalysts is also negative point from the economic and practical points of view. We have developed a novel type of C(sp(3))-H bond functionalization without external oxidants, and, in some cases, TM catalysts. The key of this reaction is an intramolecular redox process, which is induced by intramolecular hydride shift. This reaction has several useful features: (1) the reaction proceeds via internal redox process, and hence, external oxidants are not required, (2) functionalization of the most tough C-H bond, C(sp(3))-H bond, is involved, (3) three dimensional cyclic structures containing chiral centers are produced from non-chiral, linear substrates, (4) functionalization of remote C-H bond (more than five-atoms apart) is achieved. In this article, we want to describe the details of our endeavors to develop the target reactions, and its application to the construction of various useful fused-cycles which are otherwise difficult to achieve by the conventional methods.
2023年06月01日, 研究論文(学術雑誌), 共同, 81, 6, 0037-9980,
DOI(公開)(r-map), 582, 593
Direct access to 9/6-fused cycles via sequential hydride shift mediated double C(sp3)–H bond functionalizationNakamura, I.; Anada, M.; Sueki, S.; Makino, K.; Mori, K.*
Advanced Synthesis and Catalysis
WILEY-V C H VERLAG GMBH
We have developed a sequential hydride shift process involving a [1,8]-hydride shift. When cinnamylidene malonates having a biphenyl core were treated with 30 mol% Yb(OTf)(3) and 10 mol% iPr(2)NEt, the desired sequential [1,8]-[1,5]-hydride shift process proceeded smoothly to afford synthetically challenging nine-membered carbocycle-fused piperidine derivatives in good chemical yields (up to 77%). Notably, the desired nine-membered carbocycles could not be obtained by a single [1,8]-hydride shift/cyclization process, suggesting that the employment of the sequential system is crucial to achieving the reaction.
2023年02月21日, 研究論文(学術雑誌), 共同, 365, 1615-4150,
DOI(公開)(r-map), 502, 507
Hydride shift mediated C(sp(3))-H bond functionalization starting from non-aniline/phenol type substrates: Evolution into a sequential systemMori, Keiji; Okawa, Hiroto
TETRAHEDRON LETTERS
PERGAMON-ELSEVIER SCIENCE LTD
Hydride shift mediated C(sp(3))-H bond functionalization, namely, internal redox reaction, is an useful synthetic tool for the construction of fused cycles. Most of the reactions reported so far have focused on the reactions with aniline and phenol derivatives (a heteroatom is directly connected to an aromatic ring), and reactions using substrates having a carbon linker between the aromatic ring and the heteroatom have been overlooked. Recently, various novel reactions starting from the latter type of substrates have been developed, paving the way for new opportunities for the internal redox reaction. In this digest, we summarize recent progress in internal redox reactions that have enabled the unprecedented double C (sp(3))-H bond functionalization, the combination of other organic transformations, and the construction of a medium-sized ring. (C) 2022 Elsevier Ltd. All rights reserved.
2022年11月09日, 研究論文(学術雑誌), 共同, 110, 0040-4039,
DOI(公開)(r-map), 154178
Stacked-arene-type organocatalysts: Utilization of p-p interaction as an electron tuning toolYamamoto, Yuki; Inoue, Aiko; Sakai, Dan; Otawa, Yuna; Mori, Keiji
TETRAHEDRON LETTERS
PERGAMON-ELSEVIER SCIENCE LTD
We have developed a novel type of organocatalyst having a 1,8 diarylnaphthalene core, namely, a Stacked-arene -type organocatalyst. The key point of the catalyst design is the pi-pi interaction based electron tuning. This through space electron tuning effect is effective enough for the improvement of the catalytic activity (reducing the catalyst loading), and this tendency was evaluated by the Michael addition reaction between nitrostyrene and dimethyl malonate. Additional experiments suggest that the expected improvement of the hydrogen bonding ability plays a critical role in the high performance of the designed catalyst. (C) 2022 Elsevier Ltd. All rights reserved.
2022年07月06日, 研究論文(学術雑誌), 共同, 101, 0040-4039,
DOI(公開)(r-map), 153921
Access to ortho-Hydroxyphenyl Ketimines via Imine Anion-Mediated Smiles RearrangementJinno, Shunki; Senoo, Takahiro; Mori, Keiji
ORGANIC LETTERS
AMER CHEMICAL SOC
We have achieved a facile access to N-(2-halophenyl)-2-hydroxyphenylimine derivatives via imine anion-mediated Smiles rearrangement. When 2-(2-halophenoxy)benzonitriles were treated with 1.2-1.4 equiv of organolithium reagents, nucleophilic addition to the nitrile group followed by Smiles rearrangement occurred to give various N-(2-halophenyl)-2-hydroxyphenylimine derivatives, which are sometimes difficult to synthesize by the conventional acid-promoted condensation reaction between carbonyl compounds and aniline derivatives, in good to excellent chemical yields (up to 91%).
2022年06月17日, 研究論文(学術雑誌), 共同, 24, 23, 1523-7060,
DOI(公開)(r-map), 4140, 4144
Catalytic Magnesium-Oppenauer Oxidation of AlcoholsSasaki, Y.; Yokoo, K.; Mori, K.
Chemistry Letters
CHEMICAL SOC JAPAN
A catalytic magnesium-Oppenauer oxidation reaction was developed. When a solution of alcohols in toluene was successively treated with 15-30 mol % of EtMgBr and 1.0 equiv. of trifluoromethyl ketone (oxidant), a hydride transfer-type oxidation reaction (Oppenauer oxidation) occurred to give corresponding ketones in good chemical yields (up to 85%). It was noteworthy that even a weakly basic alkoxide derived from trifluoromethyl ketone worked as an efficient Bronsted base to deprotonate the starting material (alcohols) at ambient temperature (25 degrees C). The efficiency of the present method was highlighted by applying the method to substrates having a nitrogen atom, which were sensitive to various oxidation conditions.
2022年04月, 研究論文(学術雑誌), 共同, 51, 4, 0366-7022,
DOI(公開)(r-map), 481, 484
Synthesis of C3-Symmetric Macrocyclic-Triimines from Monomers having Boc-Protected Amine and Formyl GroupMoriya, Y.; Yamanaka, M.; Mori, K.
Chemistry Letters
CHEMICAL SOC JAPAN
A concise access to C-3-symmetric macrocyclic triimines was developed. When biphenyls having a formyl group on one phenyl group and an NHBoc group on the other phenyl group were treated with an excess amount of concentrated HCl in 1,4-dioxane, the detachment of the Boc group followed by a trimerization reaction via imine formation proceeded smoothly to afford C-3-symmetric imine-linked macrocycles in good chemical yields.
2022年03月, 研究論文(学術雑誌), 共同, 51, 3, 0366-7022,
DOI(公開)(r-map), 217, 220
C(sp3)-H Bond Functionalization Mediated by Hydride Shift/Cyclization System森 啓二
Bulletin of the chemical society of japan
CHEMICAL SOC JAPAN
An efficient catalytic internal redox reaction (hydride shift mediated C(sp(3))-H bond functionalization) has been developed, which has the following salient features: (1) C(sp(3))-H bond functionalization, (2) Lewis and/or Bronsted acid catalyzed reaction (transition metals employed in conventional CH bond functionalization are not required), and (3) construction of complex polycycles that are otherwise difficult to synthesize by conventional methods. Our recent efforts on the development of novel types of C(sp(3))-H bond functionalization mediated by the hydride shift/cyclization system are described.
2022年02月, 研究論文(学術雑誌), 単独, 95, 2, 0009-2673,
DOI(公開)(r-map), 296, 305
Divergent Access to Seven/Five-Membered Rings Based on [1,6]-Hydride Shift/Cyclization ProcessHoshino, Daiki; Mori, Keiji
ORGANIC LETTERS
AMER CHEMICAL SOC
We have achieved a divergent access to seven/five-membered rings based on a [1,6]-hydride shift/cyclization process from benzylidenemalonate with an o-alkoxymethyl group. Whereas Yb(OTf)(3) afforded benzoxepines (with a seven-membered ring) selectively, indanes (with a five-membered ring) were the main products when Sc(OTf)(3) was employed.
2021年12月17日, 研究論文(学術雑誌), 共同, 23, 24, 1523-7060,
DOI(公開)(r-map), 9403, 9407
Stereoselective synthesis of highly congested tetralin-fused spirooxindoles with hydroxy group: Pseudo oxygen atom induced hydride shift/cyclization processSakai, Dan; Machida, Mizuki; Mori, Keiji
TETRAHEDRON LETTERS
PERGAMON-ELSEVIER SCIENCE LTD
A highly stereoselective synthesis of tetralin-fused spirooxindoles with two contiguous stereogenic centers was developed. In the present reaction, not only the [1,5]-hydride shift/cyclization process, but also the replacement of nitrogen atom by oxygen atom occurred smoothly to give target compounds with hydroxy group in good chemical yields with good to excellent diastereoselectivities (up to d.r. = >20:1). Investigation of the reaction mechanism suggested that this atom replacement event occurred via the iminium cation intermediates. (C) 2021 Elsevier Ltd. All rights reserved.
2021年10月26日, 研究論文(学術雑誌), 共同, 83, 0040-4039,
DOI(公開)(r-map), 153408
Rapid access to 3-indolyl-1-trifluoromethyl-isobenzofurans by hybrid use of Lewis/Bronsted acid catalystsHoshino, Daiki; Mori, Keiji
ORGANIC & BIOMOLECULAR CHEMISTRY
ROYAL SOC CHEMISTRY
We report herein a rapid access to 3-indolyl-1-trifluoromethyl-isobenzofuransviaa [1,4]-hydride shift/cyclizatin/intermolecular nucleophilic addition reaction sequence. In this process, a Lewis acid promoted internal redox reaction ([1,4]-hydride shift/cyclization) followed by a Bronsted acid promoted intermolecular reaction (generation of cyclic oxonium cation/intermolecular Friedel-Crafts reaction) occurred to give various 3-indolyl-1-trifluoromethyl-isobenzofurans in good chemical yields.
2020年09月14日, 研究論文(学術雑誌), 共同, 18, 34, 1477-0520,
DOI(公開)(r-map), 6602, 6606
Genome Mining-Based Discovery of Fungal Macrolides Modified by glycosylphosphatidylinositol (GPI)-Ethanolamine Phosphate Transferase HomologuesMorishita, Yohei; Aoki, Yu; Ito, Mei; Hagiwara, Daisuke; Torimaru, Kensho; Morita, Daichi; Kuroda, Teruo; Fukano, Hanako; Hoshino, Yoshihiko; Suzuki, Masato; Taniguchi, Tohru; Mori, Keiji; Asai, Teigo
ORGANIC LETTERS
AMER CHEMICAL SOC
Through genome mining for fungal macrolide natural products, we discovered a characteristic family of putative macrolide biosynthetic gene clusters that contain a glycosylphosphatidylinositol-ethanolamine phosphate transferase (GPI-EPT) homologue. Through the heterologous expression of two clusters from Aspergillus kawachii and Colletotrichum incanum, new macrolides, including those with phosphoethanolamine or phosphocholine moieties, were formed. This study is the first demonstration of the tailoring steps catalyzed by GPI-EPT homologues in natural product biosynthesis, and it uncovers a new gene resource for phospholipid-resembling fungal macrolides.
2020年08月07日, 研究論文(学術雑誌), 共同, 22, 15, 1523-7060,
DOI(公開)(r-map), 5876, 5879
Highly Stereoselective Synthesis of Fused Tetrahydropyrans via Lewis-Acid-Promoted Double C(sp(3))-H Bond FunctionalizationYokoo, Kazuma; Sakai, Dan; Mori, Keiji
ORGANIC LETTERS
AMER CHEMICAL SOC
We have achieved a sequential hydride-shift-triggered double C(sp(3))-H bond functionalization at a position adjacent to an oxygen atom and a benzylic/aliphatic position through the employment of substrates with a dialkyl group in the alkyl chain, which enabled the highly diastereoselective synthesis of fused tetrahydropyrans.
2020年08月07日, 研究論文(学術雑誌), 共同, 22, 15, 1523-7060,
DOI(公開)(r-map), 5801, 5805
Facile Synthesis of pi-Conjugated Heteroaromatic Compounds via Weak-Base-Promoted Transition-Metal-Free C-N CouplingSenoo, Takahiro; Inoue, Aiko; Mori, Keiji
SYNTHESIS-STUTTGART
GEORG THIEME VERLAG KG
A K2CO3-promoted transition-metal-free C-N coupling reaction was developed. When a solution of 1-(2-aminophenyl)-8-iodonaphthalenes in DMSO was treated with 2.5 equivalents of K2CO3 and 5.0 equivalents of MeI, intramolecular C-N coupling reaction proceeded smoothly even at low temperature (room temperature) to afford various heteroaromatic compounds in good chemical yields. Additional experiments suggested that this reaction might have proceeded through an unusual SNAr reaction between haloarenes and a bulky tertiary amine moiety.
2020年04月01日, 研究論文(学術雑誌), 共同, 52, 7, 0039-7881,
DOI(公開)(r-map), 1096, 1102
Expeditious Synthesis of Multisubstituted Quinolinone Derivatives Based on Ring Recombination StrategyYokoo, Kazuma; Mori, Keiji
ORGANIC LETTERS
AMER CHEMICAL SOC
We achieved a concise construction of 3-substituted quinolinone derivatives based on a ring recombination strategy. In this process, seven transformations involving two types of cyclization proceeded in one pot to afford various quinolinone derivatives in good to excellent chemical yields (up to 98%).
2020年01月03日, 研究論文(学術雑誌), 共同, 22, 1, 1523-7060,
DOI(公開)(r-map), 244, 248
Highly Diastereoselective Synthesis of Medium-Sized Carbocycle-Fused Piperidines via Sequential Hydride Shift Triggered Double C(sp(3))-H Bond FunctionalizationKataoka, Miyabi; Otawa, Yuna; Ido, Natsuki; Mori, Keiji
ORGANIC LETTERS
AMER CHEMICAL SOC
Herein we report a diastereoselective synthesis of medium-sized carbocycle-fused piperidines via [1,n (n = 6, 7)][1,5] -sequential hydride shift triggered double C(sp(3)) H bond functionalization. When cinnamylidene malonates having N,N-dibenzyl propylamine moiety were treated with 5 mol % of Yb(OTf)(3), a [1,6]-[1,5]-sequential hydride shift/cyclization process proceeded to afford seven-membered carbocycle-fused piperidines with excellent diastereoselectivities. This sequential system was applicable to the synthesis of eight-membered carbocycle-fused piperidines by an unprecedented [1,7]-[1,5]-sequential hydride shift/cyclization process.
2019年12月06日, 研究論文(学術雑誌), 共同, 21, 23, 1523-7060,
DOI(公開)(r-map), 9334, 9338
Construction of seven- and eight-membered carbocycles by Lewis acid catalyzed C(sp(3))-H bond functionalizationOtawa, Yuna; Mori, Keiji
CHEMICAL COMMUNICATIONS
ROYAL SOC CHEMISTRY
We achieved a concise construction of seven- and eight-membered carbocycles via Lewis acid catalyzed C(sp(3))-H bond functionalization. In these reactions, a quite rare [1,6 (or 7)]-hydride shift/cyclization process proceeded smoothly to afford seven- and eight-membered carbocycles with good chemical yields starting from substrates with high conformational freedom.
2019年11月28日, 研究論文(学術雑誌), 共同, 55, 92, 1359-7345,
DOI(公開)(r-map), 13856, 13859
Synthesis of Seven-membered Ring Containing Difluoromethylene Unit by Sc(OTf)(3)-catalyzed Activation of Single C-F Bond in CF3 GroupHisano, Naoya; Kimura, Daiki; Mori, Keiji
CHEMISTRY LETTERS
CHEMICAL SOC JAPAN
A Sc(OTf)(3)-catalyzed activation of a single C-F bond in a CF3 group is described. This reaction has two interesting features: (1) the synthesis of difluoromethylene compounds through Lewis acid-catalyzed activation of a single C-F bond in a CF3 group, and (2) the selective formation of a seven-membered ring over a five-membered ring.
2019年08月, 研究論文(学術雑誌), 共同, 48, 8, 0366-7022,
DOI(公開)(r-map), 771, 774
The Discovery of Fungal Polyene Macrolides via a Postgenomic Approach Reveals a Polyketide Macrocyclization by trans-Acting Thioesterase in FungiMorishita, Yohei; Zhang, Huiping; Taniguchi, Tohru; Mori, Keiji; Asai, Teigo
ORGANIC LETTERS
AMER CHEMICAL SOC
Heterologous expression of a unique biosynthetic gene cluster (BGC) comprising a highly reducing polyketide synthase and stand-alone thioesterase genes in Aspergillus oryzae enabled us to isolate a novel 34-membered polyene macrolide, phaeospelide A (1). This is the first isolation of a fungal polyene macrolide and the first demonstration of fungal aliphatic macrolide biosynthetic machinery. In addition, sequence similarity network analysis demonstrated the existence of a large number of BGCs for novel fungal macrolides.
2019年06月21日, 研究論文(学術雑誌), 共同, 21, 12, 1523-7060,
DOI(公開)(r-map), 4788, 4792
Diastereoselective Synthesis of CF3-Substituted Spiroisochromans by [1,5]-Hydride Shift/Cyclization/Intramolecular Friedel-Crafts Reaction SequenceTamura, Risa; Kitamura, Eriko; Tsutsumi, Ryosuke; Yamanaka, Masahiro; Akiyama, Takahiko; Mori, Keiji
ORGANIC LETTERS
AMER CHEMICAL SOC
Developed herein is a diastereoselective synthesis of CF3-substituted spiroisochromans via C(sp(3))-H bond functionalization involving sequential transformations ([1,5]-hydride shift/cyclization/elimination of MeOH/intramolecular Friedel-Crafts reaction).
2019年04月05日, 研究論文(学術雑誌), 共同, 21, 7, 1523-7060,
DOI(公開)(r-map), 2383, 2387
Diastereoselective Synthesis of Multisubstituted Chroman Derivatives via Iminium Formation/Morita-Baylis-Hillman Reaction/Oxa-Michael Reaction SequenceIdo, Natsuki; Mori, Keiji
CHEMISTRY LETTERS
CHEMICAL SOC JAPAN
A one-pot, highly diastereoselective synthesis of chroman derivatives with three contiguous stereogenic centers is described. In this reaction, three transformations (iminium formation/Morita-Baylis-Hillman reaction/oxa-Michael reaction) occurred successively to afford multisubstituted chroman derivatives in moderate chemical yields with excellent diastereoselectivities (d.r. = >20:1:1:1).
2019年04月, 研究論文(学術雑誌), 共同, 48, 4, 0366-7022,
DOI(公開)(r-map), 337, 340
Expeditious synthesis of multisubstituted indoles via multiple hydrogen transfersYoshida, Taira; Mori, Keiji
CHEMICAL COMMUNICATIONS
ROYAL SOC CHEMISTRY
Described herein is the expeditious construction of multi-substituted indole skeletons via multiple hydrogen transfers. When ortho-amino ketoesters were treated with a catalytic amount of TiCl4 in the presence of 1.0 equivalent of dehydrating reagent, three types of hydrogen transfer processes ([1,5]-hydride shift, proton transfer, and [1,2]-hydride shift) occurred to give various 3-alkoxycarbonylindoles. Further study revealed that a [1,2]-alkyl shift instead of a [1,2]-hydride shift proceeded to afford 3-alkylindoles from the substrates with an amino group having tertiary carbons adjacent to a nitrogen atom.
2018年11月21日, 研究論文(学術雑誌), 共同, 54, 90, 1359-7345,
DOI(公開)(r-map) Highly diastereoselective synthesis of tricyclic fused-pyrans by sequential hydride shift mediated double C(sp(3))-H bond functionalizationMori, Keiji; Umehara, Nobuaki; Akiyama, Takahiko
CHEMICAL SCIENCE
ROYAL SOC CHEMISTRY
Described herein is the BrOnsted acid-catalyzed double C(sp(3))-H bond functionalization of alkyl phenethyl ether derivatives. In this process, a [1,5]-[1,5]-hydride shift occurred successively to afford tricyclic fused pyran derivatives in excellent chemical yields with excellent diastereoselectivities (up to >20:1). The key to achieve this reaction was the introduction of two methyl groups at the benzylic position, which was effective in both hydride shift processes: (1) the Thorpe-Ingold effect for the first hydride shift and (2) conformational control in the second hydride shift.
2018年10月07日, 研究論文(学術雑誌), 共同, 9, 37, 2041-6520,
DOI(公開)(r-map), 7327, 7331
Construction of 1,3-Dithio-Substituted Tetralins by [1,5]-Alkylthio Group Transfer Mediated Skeletal RearrangementHisano, Naoya; Kamei, Yuto; Kansaku, Yaoki; Yamanaka, Masahiro; Mori, Keiji
ORGANIC LETTERS
AMER CHEMICAL SOC
A novel skeletal rearrangement involving a [1,5]-alkylthio group transfer/cyclization sequence is described. Treatment of benzylidene malonates having a thioketal moiety at the homobenzyl position with a catalytic amount of Sc(OTf)(3) afforded alkylthio group rearranged adducts in good chemical yields. Detailed investigation of the reaction mechanism revealed that an intramolecular conjugate addition/ring opening sequence (not through-space transfer) is the key to achieving this reaction.
2018年07月20日, 研究論文(学術雑誌), 共同, 20, 14, 1523-7060,
DOI(公開)(r-map), 4223, 4226
Divergent synthesis of CF3-substituted polycyclic skeletons based on control of activation site of acid catalystsYokoo, Kazuma; Mori, Keiji
CHEMICAL COMMUNICATIONS
ROYAL SOC CHEMISTRY
We report a divergent synthesis of CF3-substituted fused skeletons based on precise control of the activation site through the selection of acid catalysts. When trifluoromethyl ketones with an ortho-phenethyl ether group were treated with a catalytic amount of Sc(OTf)(3), a hydride shift triggered C(sp(3))-H bond functionalization proceeded to give CF3-substituted isochromene derivatives by selective activation of the carbonyl group. In sharp contrast, CF3-substituted bicyclo[3.3.1]nonanes were obtained exclusively via the activation of ether oxygen initiated sequential reactions (nucleophilic attack of carbonyl oxygen, and intramolecular Friedel-Crafts reaction) under strong BrOnsted acid catalysis (Tf2NH).
2018年06月25日, 研究論文(学術雑誌), 共同, 54, 50, 1359-7345,
DOI(公開)(r-map), 6927, 6930
Chiral Magnesium Bisphosphate-Catalyzed Asymmetric Double C(sp(3))-H Bond Functionalization Based on Sequential Hydride Shift/Cyclization ProcessMori, Keiji; Isogai, Ryo; Kamei, Yuto; Yamanaka, Masahiro; Akiyama, Takahiko
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
AMER CHEMICAL SOC
Described herein is a chiral magnesium bisphosphate-catalyzed asymmetric double C(sp(3))-H bond functionalization triggered by a sequential hydride shift/cyclization process. This reaction consists of stereoselective domino C(sp(3))-H bond functionalization: (1) a highly enantio- and diastereoselective C(sp(3))-H bond functionalization by chiral magnesium bisphosphate (first [1,5]-hydride shift), and (2) a highly diastereoselective C(sp(3))-H bond functionalization by an achiral catalyst (Yb(OTf)(3), second [1,5]-hydride shift).
2018年05月23日, 研究論文(学術雑誌), 共同, 140, 20, 0002-7863,
DOI(公開)(r-map), 6203, 6207
Highly Diastereoselective Synthesis of Tetralin-Fused Spirooxindoles via Lewis Acid-Catalyzed C(sp3)–H Bond FunctionalizationMachida, M.; Mori, K.*
CHEMISTRY LETTERS
2018年04月, 研究論文(学術雑誌), 共同, 47,
DOI(公開)(r-map), 868, 871
Hf(OTf)(4)-Catalyzed highly diastereoselective synthesis of 1,3-disubstituted tetralin derivatives via benzylic C(sp(3))-H bond functionalizationYoshida, Taira; Mori, Keiji
CHEMICAL COMMUNICATIONS
ROYAL SOC CHEMISTRY
We report a highly diastereoselective synthesis of 1,3-disubstituted tetralin derivatives via Lewis acid catalyzed benzylic C(sp(3))-H bond functionalization. The employment of Hf(OTf)(4) as an acid catalyst was crucial in the reaction, and corresponding tetralins were obtained in good chemical yields with high to excellent diastereo-selectivities (up to 13.3 : 1 d.r.).
2017年04月, 研究論文(学術雑誌), 共同, 53, 31, 1359-7345,
DOI(公開)(r-map), 4319, 4322
Highly Efficient Kinetic Resolution of PHANOL by Chiral Phosphoric Acid Catalyzed Asymmetric AcylationMori, Keiji; Kishi, Hiroki; Akiyama, Takahiko
SYNTHESIS-STUTTGART
GEORG THIEME VERLAG KG
We report herein a highly efficient kinetic resolution of PHANOL by chiral phosphoric acid catalyzed asymmetric acylation. PHANOL enantiomers were well differentiated by the chiral environment of chiral phosphoric acid, and both the corresponding monoester and PHANOL were obtained with excellent enantioselectivities (98% ee and 92% ee, respectively). Detailed examination of the substrates suggests that the presence of two hydroxy groups in PHANOL was critical for both reactivity and enantioselectivity.
2017年01月, 研究論文(学術雑誌), 共同, 49, 2, 0039-7881,
DOI(公開)(r-map), 365, 370
Enantiodivergent Atroposelective Synthesis of Chiral Biaryls by Asymmetric Transfer Hydrogenation: Chiral Phosphoric Acid Catalyzed Dynamic Kinetic Resolution
Mori, K.; Itakura, T.; Akiyama, T.
Angew. Chem. Int. Ed.
2016年08月, 研究論文(学術雑誌), 共同, 55, 11642
Enantioselective synthesis of fused heterocycles with contiguous stereogenic centers by chiral phosphoric acid catalyzed symmetry breaking
Keiji Mori, Ayaka Miyake, Takahiko Akiyama
Chemical Communications
2015年09月, 研究論文(学術雑誌), 共同, 51, 16107
Stronger Brønsted Acids: Recent Progress
Takahiko Akiyama, Keiji Mori
Chemical reviews
2015年07月, 共同, 115, 9277
15. Enantioselective Synthesis of Chiral Biaryl Chlorides/Iodides by a Chiral Phosphoric Acid Catalyzed Sequential Halogenation Strategy
Mori, K.; Kobayashi, M.; Itakura, T.; Akiyama, T.*
Adv. Synth. Catal.
2015年, 研究論文(学術雑誌), 共同, 357, 35, 40
14. Synthesis of 3-Aryl-1-trifluoromethyltetrahydroisoquinolines by Brønsted Acid Catalyzed C(sp3)–H Bond Functionalization
Mori, K.; Umehara, N.; Akiyama, T.*
Adv. Synth. Catal.
2015年, 研究論文(学術雑誌), 共同, 357, 901, 906
Enantioselective Fluorination of β-Ketoesters Catalyzed by Chiral Sodium Phosphate: Remarkable Enhancement of Reactivity by Simultaneous Utilization of Metal Enolate and Metal Phosphate
Mori, K.; Miyake, A.; Akiyama, T.*
Chem. Lett.
2014年, 研究論文(学術雑誌), 共同, 43, 137, 139
Expeditious Synthesis of 1-Aminoindane Derivatives Achieved by [1,4]-Hydride Shift Mediated C(sp3)-H Bond Functionalization
Mori, K.; Kurihara, K.; Akiyama, T.*
Chem. Commun.
2014年, 研究論文(学術雑誌), 共同, 50, 3729, 3731
Double C(sp3)-H Bond Functionalization Mediated by Sequential Hydride Shift/Cyclization Process: Diastereoselective Construction of Polyheterocycles
Mori, K.; Kurihara, K.; Yabe, S.; Yamanaka, M.; Akiyama, T.*
J. Am. Chem. Soc.
2014年, 研究論文(学術雑誌), 共同, 136, 3744, 3747
16. Stereoselective Construction of All Carbon Quaternary Center by Means of Chiral Phosphoric Acid: Highly Enantioselective Friedel-Crafts Reaction of Indoles with β,β-Disubstituted Nitroalkenes
Mori, K.; Wakazawa, M.; Akiyama, T.*
Chem. Sci.
2014年, 研究論文(学術雑誌), 共同, 5, 1799, 1803
Enantioselective Synthesis of Multisubstituted Biaryl Skeleton by Chiral Phosphoric Acid Catalyzed Desymmetrization/Kinetic Resolution Sequence
Mori, K.; Ichikawa, Y.; Kobayashi, M.; Shibata, Y.; Yamanaka, M.; Akiyama, T.*
J. Am. Chem. Soc.
2013年, 研究論文(学術雑誌), 共同, 135, 3964, 3970
Hydrodefluorinations of Trifluorotoluenes by LiAlH4 and TiCl4
Akiyama, T.*; Atobe, K.; Shibata, M.; Mori, K.
J. Fluorine. Chem.
2013年, 研究論文(学術雑誌), 共同, 152, 81, 83
Prediction of Suitable Catalyst by 1H NMR: Asymmetric Synthesis of Multisubstituted Biaryls by Chiral Phosphoric Acid Catalyzed Asymmetric Bromination
Mori, K.; Ichikawa, Y.; Kobayashi, M.; Shibata, Y.; Yamanaka, M.; Akiyama, T.*
Chem. Sci.
2013年, 研究論文(学術雑誌), 共同, 4, 4235, 4239
Enantioselective Transfer Hydrogenation of Difluoromethyl Ketimines Using Benzothiazoline as a Hydrogen Donor in Combination with Chiral Phosphoric Acid
Sakamoto, T.; Horiguchi, K.; Saito, K.; Mori, K.; Akiyama, T.*
Asian. J. Org. Chem.
2013年, 研究論文(学術雑誌), 共同, 2, 943, 946
Concise Route to 3-Arylisoquinoline Skeleton by Lewis Acid Catalyzed C(sp3)–H Bond Functionalization and Its Application to Formal Synthesis of (±)-Tetrahydropalmatine
Mori, K.; Kawasaki, T.; Akiyama, T.*
Org. Lett.
2012年, 研究論文(学術雑誌), 共同, 14, 1436, 1439
Chiral Phosphoric Acid Catalyzed Enantioselective Transfer Deuteration of Ketimines by Use of Benzothiazoline As a Deuterium Donor: Synthesis of Optically Active Deuterated Amines
Sakamoto, T.; Mori, K.; Akiyama, T.*
Org. Lett.
2012年, 研究論文(学術雑誌), 共同, 14, 3312, 3315
24. Kinetic Resolution in Chiral Phosphoric Acid Catalyzed Aldol Reactions: Enantioselective Robinson-Type Annulation Reactions
Yamanaka, M.; Hoshino, M.; Katoh, T.; Mori, K.; Akiyama, T.*
Eur. J. Org. Chem.
2012年, 研究論文(学術雑誌), 共同, 4508, 4514
Expeditious Construction of a Carbobicyclic Skeleton via a sp3-C–H Functionalization: Hydride Shift from an Aliphatic Tertiary Position in an Internal Redox Process
Mori, K.; Sueoka, S.; Akiyama, T.*
J. Am. Chem. Soc.
2011年, 研究論文(学術雑誌), 共同, 133, 2424, 2426
Chiral Phosphoric Acid Catalyzed Enantioselective Synthesis of β-Amino-α,α-difluoro Carbonyl Compounds
Kashikura, W.; Mori, K.; Akiyama, T.
Org. Lett.
2011年, 研究論文(学術雑誌), 共同, 13, 1860, 1863
Selective Activation of Enantiotopic C(sp3)–Hydrogen by Means of Chiral Phosphoric Acid: Asymmetric Synthesis of Tetrahydroquinoline Derivatives
Mori, K.; Ehara, K.; Kurihara, K.; Akiyama, T.*
J. Am. Chem. Soc.
2011年, 研究論文(学術雑誌), 共同, 133, 6166, 6169
Chiral Phosphoric Acid Catalyzed Transfer Hydrogenation: A Facile Synthetic Access to Highly Optically Active Trifluoromehylated Amines
Henseler, A.; Kato, M.; Mori, K.; Akiyama, T.*
Angew. Chem. Int. Ed.
2011年, 研究論文(学術雑誌), 共同, 50, 8180, 8183
Rapid Access to 3-Aryltetralin Skeleton via C(sp3)–H Bond Functionalization: Investigation on the Substituent Effect of Aromatic Ring Adjacent to C–H Bond in Hydride Shift/Cyclization Sequence
Mori, K.; Sueoka, S.; Akiyama, T.*
Chem. Lett.
2011年, 研究論文(学術雑誌), 共同, 40, 1386, 1388
35. Enantioselective Friedel-Crafts Alkylation of Indoles with Trifluoropyruvate Catalyzed by Chiral Phosphoric Acid
Kashikura, W.; Itoh, J.; Mori, K.; Akiyama, T.*
Chem. Asian J.
2010年, 研究論文(学術雑誌), 共同, 5, 470, 472
Expeditious Synthesis of Benzopyrans via Lewis Acid-Catalyzed C–H Functionalization: Remarkable Enhancement of Reactivity by an Ortho Substituent
Mori, K.; Kawasaki, T.; Sueoka. S.; Akiyama, T.*
Org. Lett.
2010年, 研究論文(学術雑誌), 共同, 12, 1732, 1735
33. Niobium-catalyzed Activation of CF3 Group on Alkene: Synthesis of Substituted Indenes,
Fuchibe, K.; Atobe, K.; Fujita, Y.; Mori, K.; Akiyama, T.*
Chem. Lett.
2010年, 研究論文(学術雑誌), 共同, 39, 867, 869
32. Chiral Brønsted Acid-Catalyzed Asymmetric Friedel-Crafts Alkylation of Indoles with α,β-Unsaturated Ketones: Short Access to Optically Active 2- and 3-Substituted Indole Derivatives, Sakamoto
Sakamoto, T.; Itoh, J.; Mori, K.; Akiyama, T.*
Org. Biomol. Chem.
2010年, 研究論文(学術雑誌), 共同, 8, 5448, 5454
45. Enantioselective Robinson-type Annulation Reaction Catalyzed by Chiral Phosphoric Acids
Akiyama, T.*; Katoh, T.; Mori, K.
Angew. Chem. Int. Ed.
2009年, 研究論文(学術雑誌), 共同, 48, 4226, 4228
Enantioselective Aza-Darzens Reaction Catalyzed by A Chiral Phosphoric Acid
Akiyama, T.*; Suzuki, T.; Mori, K.
Org. Lett.
2009年, 研究論文(学術雑誌), 共同, 11, 2445, 2447
Expeditious Construction of Quinazolines via Brønsted Acid Induced C–H Activation: Further Extension of “tert-Amino Effect”
Mori, K.; Ohshima, Y.; Ehara, K.; Akiyama, T.*
Chem. Lett.
2009年, 研究論文(学術雑誌), 共同, 38, 524, 525
Dual Functionlization of Allene: Facile Construction of Heteropolycycles Mediated by Brønsted Acid
Mori, K.; Sueoka, S.; Akiyama, T.
Chem. Lett.
2009年, 研究論文(学術雑誌), 共同, 38, 628, 629
Enantioselective Mannich-type Annulation Reaction Catalyzed by a Chiral Phosphoric Acid Bearing (S)-Biphenol Backbone
Akiyama, T.*; Katoh, T.; Mori, K.; Kanno, K.
Synlett
2009年, 研究論文(学術雑誌), 共同, 1664, 1666
Chiral Brønsted Acid-Catalyzed Hydrophosphonylation of Imines: DFT Study on the Effect of Substituents of Phosphoric Acid
Akiyama, T.*; Morita, H.; Bachu, P.; Mori, K.; Yamanaka, M.; Hirata, T.
Tetrahedron
2009年, 研究論文(学術雑誌), 共同, 65, 4950, 4956
Stereochemical Relay via Axially Chiral Styrene: Asymmetric Synthesis of Antibiotic, TAN-1085
Mori, K.; Ohmori, K.; Suzuki, K.*
Angew. Chem. Int. Ed.
2009年, 研究論文(学術雑誌), 共同, 48, 5633, 5637
Hydrogen-Bond Control in Axially Chiral Styrenes: Selective Synthesis of Enantiomerically Pure C2-Symmetric Paracyclophanes
Mori, K.; Ohmori, K.; Suzuki, K.*
Angew. Chem. Int. Ed.
2009年, 研究論文(学術雑誌), 共同, 48, 5638, 5641
Expedient Synthesis of N-Fused Indoles: C–F Activation and C–H Insertion Approach
Fuchibe, K.; Kaneko, T.; Mori, K.; Akiyama, T.*
Angew. Chem. Int. Ed.
2009年, 研究論文(学術雑誌), 共同, 48, 8070, 8073
Chiral Phosphoric Acid-Catalyzed Desymmetrization of meso-1,3-Diones: Asymmetric Synthesis of Chiral Cyclohexenones
Mori, K.; Katoh, T.; Suzuki, T.; Noji, T.; Yamanaka, M.; Akiyama, T.*
Angew. Chem. Int. Ed.
2009年, 研究論文(学術雑誌), 共同, 48, 9652, 9654
Synthesis and Stereochemical Assignment of Angucycline Antibiotic, PD-116740
Mori, K.; Tanaka, K.; Ohmori, K.; Suzuki, K.*
Chem. Lett.
2008年, 研究論文(学術雑誌), 共同, 37, 470, 471
Concise Total Synthesis and Structure Assignment of TAN-1085
Ohmori, K.; Mori, K.; Ishikawa, Y.; Tsuruta, H.; Kuwahara, S.; Harada, N.; Suzuki, K.*
Angew. Chem. Int. Ed.
2004年, 研究論文(学術雑誌), 共同, 43, 3167, 3171
Update of imine-anion-mediated Smiles rearrangement: application to migration of electron-neutral/rich aromatic groupsJinno, S.; Kawasaki-Takasuka, T.; Mori, K.*
Synlett
1568年, 研究論文(学術雑誌), 共同, 35,
DOI(公開)(r-map), 1565
原子団の遠隔位移動に基づく分子変換
群馬大学講演会
2025年07月11日, 口頭発表(招待・特別)
Indole Formation via Hydride Shift Mediated C(sp3)-H Bond Functionalization
The 1st Sino-Japanese Joint Symposium on Process Chemistry (SJPC2025)
2025年06月22日, 口頭発表(招待・特別)
空間的な原子(団)の移動を起点とする分子構築
神戸薬科大学講演会
2025年03月18日, 口頭発表(招待・特別)
空間を介した分子挙動に立脚した分子変換法の開発
神戸大学講演会
2025年03月17日, 口頭発表(招待・特別)
空間的な原子(団)の移動を起点とする分子構築
有機合成化学協会関東支部ミニシンポジウム多摩
2024年12月14日, 口頭発表(招待・特別)
Stereoselective synthesis of heteropolycycles based on sequential hydride shift triggered double C(sp3)–H bond functionalization
16th International Conference on Cutting-Edge Organic Chemistry in Asia (ICCEOCA-16)
2023年12月02日, ポスター発表
空間を介した分子挙動に基づく分子変換
応用化学科原口研セミナー第7回有機化学講演会
2023年11月28日, 口頭発表(招待・特別)
空間を介した分子挙動に基づく分子変換
武蔵野大学薬学部化学系学術講演会
2023年05月31日, 口頭発表(招待・特別)
「有機化学研究に携わって20年」
東京工科大学サステイナブル化学特別講義
2022年11月24日, 口頭発表(招待・特別)
ヒドリド転位型二重C(sp3)–H結合官能基化反応の開発
2021年12月18日, 口頭発表(招待・特別)
ヒドリド移動型C-H結合変換による分子構築
第65回日本薬学会関東支部シンポジウム
2021年09月11日, 口頭発表(招待・特別)
ヒドリド移動型C-H結合変換による分子構築
立教大学大学院 有機化学特別講義2
2021年09月03日, 口頭発表(招待・特別)
“スタックドアレーン”型有機分子触媒の開発
第13回有機触媒シンポジウム
2020年12月17日, 口頭発表(招待・特別)
分子内ヒドリド転位が拓くC(sp3)–H結合変換型環化反応
化学応用学特論A
2020年09月28日, 口頭発表(招待・特別)
Double C(sp3)–H bond functionalization by sequential hydride shift/cyclization process
Tateshina Conference on Organic Chemistry
2019年11月08日, 口頭発表(招待・特別)
Double C(sp3)–H bond functionalization by sequential hydride shift/cyclization process
BIT’s 8th Annual World Congress of Advanced Materials (WCAM-2019)
2019年07月23日, 口頭発表(招待・特別)
Double C(sp3)–H bond functionalization by sequential hydride shift/cyclization process
~Let’s leap! Challenges in Organic Chemistry~
2019年04月20日, 口頭発表(招待・特別)
C(sp3)–H bond functionalization Mediated by Hydride Shift/Cyclization System
日本化学会第99春季年会特別企画「Systemic Catalytic Science」
2019年03月19日, 口頭発表(招待・特別)
Chiral Magnesium Bisphosphate Catalyzed Asymmetric Double C(sp3)–H Bond Functionalization Based on Sequential Hydride Shift/Cyclization Process
International Congress on Pure & Applied Chemistry (ICPAC) 2018 Langkawi
2018年10月31日, 口頭発表(招待・特別)
C(sp3)–H bond functionalization Mediated by Hydride Shift/Cyclization System
Lecture at Qingdao Agricultural University
2018年10月12日, 口頭発表(招待・特別)
Chiral Magnesium Bisphosphate Catalyzed Asymmetric Double C(sp3)–H Bond Functionalization Based on Sequential Hydride Shift/Cyclization Process
The 4th International Symposium on C-H Activation (ISCHA4)
2018年08月31日, 口頭発表(招待・特別)
C(sp3)–H bond functionalization Mediated by Hydride Shift/Cyclization System
International Congress on Pure & Applied Chemistry (ICPAC) 2018
2018年03月07日, 口頭発表(招待・特別)
キラルリン酸による緻密な水素結合ネットワークの形成を起点とする軸不斉ビアリールの不斉合成
慶應義塾大学 有機化学セミナー
2017年08月30日, 口頭発表(招待・特別)
ヒドリド転位が拓く炭素-水素結合変換型環化反応の開発
東工大物質理工学院応化系主催シンポジウム
2017年03月20日, 口頭発表(招待・特別)
キラルリン酸触媒による動的速度論的光学分割を利用した軸不斉ビアリールの不斉合成
分子研研究会「若い世代が創る次世代型分子触媒の開発とその展望」
2016年11月11日, 口頭発表(招待・特別)
キラルリン酸触媒を用いた動的速度論的光学分割を伴う軸不斉ビアリールの不斉合成
第109回有機合成化学シンポジウム
2016年06月09日, 口頭発表(一般)
ヒドリド転位が拓く炭素―水素結合変換型環化反応の開発
日本薬学会第136年会「有機合成化学若い力」
2016年03月27日, 口頭発表(招待・特別)
Asymmetric Synthesis of Chiral Biarlys based on the Highly Organized Hydrogen Bond Network Induced by Chiral Phosphoric Acid
Workshop on Chirality in Chiba University (WCCU)
2016年03月17日, 口頭発表(招待・特別)
C(sp3)-H bond functionalization Mediated by Hydride Shift/Cyclization System
Shibasaki Colloquium
2015年12月07日, 口頭発表(招待・特別)
C(sp3)-H Bond Functionalization Mediated by Hydride Shift/Cyclization System
Organic Chemistry Symposia-Tokyo
2015年06月03日, 口頭発表(招待・特別)
Direct Transformation of Inert C(sp3)-H Bond by Hydride Shift Involved Internal Redox System
日本化学会第95春季年会特別企画「Asian International Symposium-Organic Chemistry/Green Chemistry」
2015年03月27日, 口頭発表(招待・特別)
Enantioselective Synthesis of Multi-substituted Biaryl Skeleton by Chiral Phosphoric Acid catalyzed Desymmetrization/Kinetic Resolution Sequence
Tateshina Conference on Organic Chemistry
2014年11月08日, 口頭発表(招待・特別)
ヒドリド転位型C–H結合官能基化を駆使する多環骨格の迅速構築
第一回慶應有機化学若手シンポジウム
2013年05月11日, 口頭発表(招待・特別)
キラルリン酸による非対称化/速度論的光学分割の二重不斉臭素化を鍵とする軸不斉ビアリールの不斉合成
日本化学会第93春季年会特別企画「有機分子触媒の最先端」
2013年03月25日, 口頭発表(招待・特別)
Selective Activation of C(sp3)–Hydrogen by Means of Chiral Phosphoric Acid: Asymmetric Synthesis of Tetrahydroquinoline Derivatives
1st Japan-USA Organocatalytic Symposium in Hawaii
2012年12月17日, 口頭発表(招待・特別)
効率性を指向した有用骨格の迅速構築法の開発
東京大学薬学部内山研究室セミナー
2012年11月27日, 公開講演,セミナー,チュートリアル,講習,講義等
Concise Route to Isoquinoline Skeleton by Lewis Acid-Catalyzed C(sp3)–H Bond Functionalization
Tateshina Conference on Organic Chemistry
2012年11月10日, 口頭発表(招待・特別)
効率性を指向した有用骨格の迅速構築法の開発
第5回東京医科歯科大学若手研究者セミナー
2012年11月02日, 公開講演,セミナー,チュートリアル,講習,講義等
分子内redox反応を利用した多環骨格の迅速構築
第一回有機分子触媒若手セミナー(文部科学省科学研究費補助金新学術領域研究「有機分子触媒による未来型分子変換」
2012年09月08日, 口頭発表(招待・特別)
分子内redox反応を駆使する多環骨格構築法の開発
有機化学ジョイントセミナー
2012年04月27日, 公開講演,セミナー,チュートリアル,講習,講義等
分子内redox反応を利用した多環骨格構築法の開発
若手研究者のためのセミナー(有機合成化学協会関東支部)
2011年10月22日, 口頭発表(招待・特別)
軸不斉スチレンを用いた選択的合成
若手研究者のためのセミナー(有機合成化学協会関東支部)
2007年10月22日, 口頭発表(招待・特別)