Development of the construction of multi contiguous chiral carbons by using recyclable chiral amine.
| Project/Area Number |
22590024
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Chemical pharmacy
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| Research Institution | Kyoto Pharmaceutical University |
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Principal Investigator |
OZEKI Minoru 京都薬科大学, 薬学部, 助教 (40465597)
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| Co-Investigator(Kenkyū-buntansha) |
YAMASHITA Masayuki 京都薬科大学, 薬学部, 教授 (20239982)
HOSOI Shinzo 京都薬科大学, 薬学部, 准教授 (60209236)
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| Project Period (FY) |
2010 – 2012
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| Project Status |
Completed (Fiscal Year 2012)
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| Budget Amount *help |
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2012: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2011: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2010: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
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| Keywords | 不斉合成 / キラルアミン / Michael 付加 / tandem 反応 / 多連続不斉炭素 / tandem反応 / グリーンケミストリー / Michael付加反応 / α-ヒドロキシ-β-アミノ酸 / 不斉プロトン化 / tandem Michael-aldol反応 / double Michael付加反応 / tandem double Michael-aldol反応 |
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| Research Abstract |
We developed the novel tandem reaction to enable the construction of the multi contiguous chiral centers taking advantage of asymmetric Michael addition of chiral amine. As a result, 2 to 5 contiguous chiral centers were finely constructed in one pot utilizing five types of Michael addition, i.e., tandem Michael-alkylation, tandem Michael-oxidation, tandem Micheal-aldol, double Michael addition and double Michael-aldol reaction, which were triggered by a nucleophilic attack of chiral amine.
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Report
(4 results)
Research Products
(43 results)
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[Journal Article] First asymmetric total synthesis of (+)-taiwaniaquinol D and (?)-taiwaniaquinone D by using intramolecular Heck reaction2013
Author(s)
Minoru Ozeki, Megumi Satake, Toshinori Toizume, Shintaro Fukutome, Kenji Arimitsu, Shinzo Hosoi, Tetsuya Kajimoto, Hiroki Iwasaki, Naoto Kojima, Manabu Node, Masayuki Yamashita
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Journal Title
Tetrahedron
Volume: 69
Issue: 19
Pages: 3841-3846
DOI
Related Report
Peer Reviewed
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[Journal Article] Synthesis of (.+-.)-8-Deisopropyladunctin B2012
Author(s)
Sayo Nomura, Kenji Arimitsu, Satoshi Yamaguchi, Yuya Kosuga, Yuko Kakimoto, Takanori Komai, Kazumasa Hasegawa, Akira Nakanishi, Tamami Miyoshi, Hiroki Iwasaki, Minoru Ozeki, Ikuo Kawasaki, Ai Kurume, Shunsaku Ohta, Masayuki Yamashita
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Journal Title
Chemical and Pharmaceutical Bulletin
Volume: 60
Issue: 1
Pages: 94-103
DOI
NAID
ISSN
0009-2363, 1347-5223
Related Report
Peer Reviewed
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[Presentation] tandem型反応による多連続不斉炭素の構築.2012
Author(s)
泉谷すみれ,福留慎太郎,佐竹恵,樋爪稔典,中嶋大地,江川ほのか,岩崎宏樹,小島直人,小関稔,野出學,山下正行:キラルアミンの不斉Michael付加反応
Organizer
第62回日本薬学会近畿支部総会・大会
Place of Presentation
武庫川女子大学・薬学部
Year and Date
2012-10-20
Related Report
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