Papers - NAKAMURA Shuichi
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Organocatalytic Enantioselective Decarboxylative Addition of Malonic Acids Half Thioesters to Isatins Reviewed
Noriyuki Hara, Shuichi Nakamura, Yasuhiro Funahashi, Norio Shibata
Advanced Synthesis & Catalysis 16 ( 353 ) 2976 - 2980 2011.11
Authorship:Lead author Language:English Publishing type:Research paper (scientific journal)
環境にやさしい有機触媒を用いる脱炭酸形アルドール反応を検討した。ケトン類への脱炭酸アルドール反応は未報告であり、本報告が世界初の例となる。本合成を活用し、有機触媒を用いるFlustraminol Bの触媒的エナンチオ選択的合成に成功した
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N-(Heteroarenesulfonyl)prolinamides-Catalyzed Aldol Reaction between Acetone and Aryl Trihalomethyl Ketones Reviewed
Noriyuki Hara, Ryota Tamura, Yasuhiro Funahashi, Shuichi Nakamura
Organic Letters 7 ( 13 ) 1662 - 1665 2011.03
Authorship:Lead author Language:English Publishing type:Research paper (scientific journal)
新規の不斉有機触媒として8-キノリンスルホニル基を有するプロリンアミド触媒を設計合成した。この触媒を用いて、トリハロメチルケトン、イミンへの反応を検討したところ、高エナンチオ選択的にアルドール反応が進行することが明らかとなった。分子軌道計算を用いて、分子内水素結合が選択性の発現に重要な役割を果たしていることを明らかにした。
DOI: 10.1021/ol2001039
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Catalytic Enantioselective Protonation of a-Oxygenated Ester Enolates Prepared through Phospha-Brook Rearrangement Reviewed
Masashi Hayashi, Shuichi Nakamura
Angew. Chem. Int. Ed., 50 ( 10 ) 2249 - 2252 2011.03
Authorship:Lead author Language:English Publishing type:Research paper (scientific journal)
ケトエステル類への亜リン酸の付加反応を、キナアルカロイド触媒と塩基を組み合わせて用いることで、高エナンチオ選択的にαリン酸エステル化エステルの合成に成功した。世界で初めてのa-オキシエノラートの触媒的エナンチオ選択的プロトン化であるとともに、世界で初めてのフォスファブルック転位によるエナンチオ選択的プロトン化例である。
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ヘテロアレーンスルホニル基を高機能性保護・活性化基として利用する不斉合成反応 Invited Reviewed
中村修一・柴田哲男・融 健
有機合成化学協会誌 10 ( 68 ) 1017 - 1027 2010.10
Authorship:Lead author Language:Japanese Publishing type:Research paper (scientific journal)
これまでに我々が開発してきたヘテロアレーンスルホニル基を利用する不斉合成反応を概説した。
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Enantioselective Synthesis of Trifluoromethyl-Substituted 2-Isoxazolines: Asymmetric Hydroxylamine/Enone Cascade Reaction Reviewed
Kazutaka Matoba, Hiroyuki Kawai, Tatsuya Furukawa, Akihiro Kusuda, Etsuko Tokunaga, Shuichi Nakamura, Motoo Shiro, Norio Shibata
Angew. Chem. Int. Ed. 33 ( 49 ) 5762 - 5766 2010.07
Language:English Publishing type:Research paper (scientific journal)
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Enantioselective aldol reaction using recyclable montmorillonite-entrapped N-(2-thiophensulfonyl)prolinamide Reviewed
Noriyuki Hara, Shuichi Nakamura, Norio Shibata, and Takeshi Toru
Adv. Synth. Catal. 19 ( 352 ) 1621 - 1624 2010.06
Authorship:Lead author Language:English Publishing type:Research paper (scientific journal)
これまでに我々が開発してきた高機能性有機触媒をモンモリロナイトに担持し、触媒の回収再利用に成功した。
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Enantioselective Desymmetrization of meso-N-(Heteroarenesulfonyl)aziridines with TMSN3 Catalyzed by Chiral Lewis Acids Reviewed
Shuichi Nakamura, Masashi Hayashi, Yasutoshi Kamada, Ryosuke Sasaki, Yuichi Hiramatsu, Norio Shibata and Takeshi Toru
Tetrahedron Letters 29 ( 51 ) 3820 - 3823 2010.03
Authorship:Lead author Language:English Publishing type:Research paper (scientific journal)
アジリジンの不斉開環反応を行った。不斉触媒としてビスオキサゾリン-Mgを用い、窒素上に2-ピリジンスルホニル基を導入したところ、高エナンチオ選択的に生成物が得られた。得られた生成物から、生理活性物質であるU-50488を合成した。
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2-Fluoro-1,3-benzodithiole-1,1,3,3-tetraoxide: A Reagent for Nucleophilic Monofluoromethylation of Aldehydes Reviewed
Tatsuya Furukawa, Yosuke Goto, Jumpei Kawazoe, Etsuko Tokunaga, Shuichi Nakamura,Yudong Yang, Hongguang Du,, Akikazu Kakehi, Motoo Shiro, Norio Shibata
Angew. Chem. Int. Ed., 49 ( 9 ) 1642 - 1647 2010.01
Language:English Publishing type:Research paper (scientific journal)
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Copper-Catalyzed Enantioselective Three-Component Synthesis of Optically Active Propargylamines from Aldehyde, Amines, and Aliphatic Alkynes Reviewed
Shuichi Nakamura, Mutsuyo Ohara, Yuko Nakamura, Norio Shibata, Takeshi Toru
Chem. Eur. J. 16 ( 8 ) 2360 - 2362 2010.01
Authorship:Lead author Language:English Publishing type:Research paper (scientific journal)
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Synthesis and Configurational Stability of (S)- and (R)-Deuteriothalidomides Reviewed
Takeshi Yamamoto, Etsuko Tokunaga, Shuichi Nakamura, Norio Shibata, and Takeshi Toru
Takeshi Yamamoto, Etsuko Tokunaga, Shuichi Nakamura, Norio Shibata, and Takeshi Toru The Chemical Society of Japan 1 ( 58 ) 110 - 112 2010.01
Language:English Publishing type:Research paper (scientific journal)
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Self-disproportionation of enantiomers of heterocyclic compounds having a tertiary trifluoromethyl alcohol center on chromatography with a non-chiral system Reviewed
Shinichi Ogawa, Takayuki Nishimine, Etsuko Tokunaga, Shuichi Nakamura, Norio Shibata
J. Fluorine Chem. 131 ( 4 ) 521 - 524 2010.01
Language:English Publishing type:Research paper (scientific journal)
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Pronounced rate enhancements in condensation reactions attributed to the fluorous tag in modified Mukaiyama reagents Reviewed
Masato Matsugi, Shuichi Nakamura, Yoko Kunda, Yuya Sugiyama, Takayuki Shioiri
Tetrahedron Lett 51 ( 1 ) 133 - 135 2010.01
Language:English Publishing type:Research paper (scientific journal)
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Efficient Access to Extended Yagupolskii-Umemoto-Type Reagents: Triflic Acid Catalyzed Intramolecular Cyclization of ortho-Ethynylaryltrifluoromethylsulfanes Reviewed
Andrej Matsnev, Shun Noritake, Yoshinori Nomura, Etsuko Tokunaga, Shuichi Nakamura, Norio Shibata
Angew. Chem. Int. Ed. 3 ( 49 ) 572 - 576 2009.12
Language:English Publishing type:Research paper (scientific journal)
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Catalytic Enantioselective Hydrophosphonylation of Ketimines Using Cinchona Alkaloids Reviewed
Shuichi Nakamura, Masashi Hayashi, Yuichi Hiramatsu, Norio Shibata, Yasuhiro Funahashi, Takeshi Toru
Journal of the American Chemical Society 51 ( 131 ) 18240 - 18241 2009.12
Authorship:Lead author Language:English Publishing type:Research paper (scientific journal)
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Construction of Nonadjacent Stereocenters Containing a Trifluoromethylated Carbon by Organocatalyzed Michael Addition of b-Ketoesters to 2-(Trifluoromethyl)acrylate Reviewed
Shinichi Ogawa, Hiroyuki Yasui, Shuichi Nakamura, and Norio Shibata
Chemistry Letters 10 1006 - 1007 2009.10
Language:English Publishing type:Research paper (scientific journal)
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Design and Synthesis of Thalidomide-Deoxyribonucleoside Chimeras Reviewed
Shigeru Suzuki, Takeshi Yamamoto, Etsuko Tokunaga, Shuichi Nakamura, Motohiro Tanaka, Takuma Sasaki, and Norio Shibata
Chemistry Letters 11 1046 - 1047 2009.10
Language:English Publishing type:Research paper (scientific journal)
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Asymmetric synthesis of a-fluoro-a-sulfenyl-b-ketoesters using DBFOX-Ph/Ni(II) complex Reviewed
Takehisa Ishimaru, Shinichi Ogawa, Etsuko Tokunaga, Shuichi Nakamura, Norio Shibata
Journal of Fluorin Chemistry 124 ( 11 ) 1049-1053 2009.08
Language:English Publishing type:Research paper (scientific journal)
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SolkaneR 365mfc is an environmentally benign alternative solvent for trifluoromethylation reactions Reviewed
Akihiro Kusuda, Hiroyuki Kawai, Shuichi Nakamura and Norio Shibata,
Green Chemistry 11 1733 - 1735 2009.08
Language:English Publishing type:Research paper (scientific journal)
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Catalytic Enantioselective Trifluoromethylation of Azomethine Imines with Trimethyl(trifluoromethyl)silane Reviewed
Hiroyuki Kawai, Akihiro Kusuda, Shuichi Nakamura, Motoo Shiro, Norio Shibata
Angew. Chem. Int. Ed., 34 ( 48 ) 6324 - 6327 2009.07
Language:English Publishing type:Research paper (scientific journal)
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Synthesis, photophysical and electrochemical properties of perfluoroisopropyl substituted binuclear phthalocyanine conjugated with a butadiyne linker Reviewed
Norio Shibata, Banibrata Das, Masamichi Hayashi, Shuichi Nakamura, Takeshi Toru
Journal of Fluorin Chemistry 12 ( 124 ) 1164 - 1170 2009.07
Language:English Publishing type:Research paper (scientific journal)