Asymmetric Total Synthesis of Bioactive Natural Products via Planar Chiral Enolate
| Project/Area Number |
21790014
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| Research Category |
Grant-in-Aid for Young Scientists (B)
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| Allocation Type | Single-year Grants |
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| Research Field |
Chemical pharmacy
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| Research Institution | Kyoto University |
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Principal Investigator |
YOSHIMURA Tomoyuki Kyoto University, 化学研究所, 助教 (20432320)
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| Project Period (FY) |
2009 – 2010
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| Project Status |
Completed (Fiscal Year 2010)
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| Budget Amount *help |
¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000)
Fiscal Year 2010: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Fiscal Year 2009: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
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| Keywords | 有機化学 / 全合成 / 面性不斉 / 面性不斉エノラート / 有機合成化 / 不斉合成 / 生理活性天然 / 有機合成化学 / 生理活性天然物 |
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| Research Abstract |
Asymmetric intramolecular conjugate addition reaction and intramolecular alkylation reaction via planar chiral enolates were investigated in detail. As a result of various exanimation of reaction conditions, it was found that electron-withdrawing groups in the part of Michael acceptor played an important role in yield and optical purity of products in asymmetric conjugate addition reaction. On the other hand, the substituents on aromatic ring which are adjacent to enolate and electrophilic residue were found to affect yield and optical purity of products in asymmetric intramolecular alkylation reaction. These reactions would be used in the total syntheses of bioactive natural products as a key step.
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Report
(3 results)
Research Products
(23 results)
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[Journal Article] Insights into Origins of Configurational Stability of Axially Chiral Biaryl Amines with an Intramolecular N-H-N Hydrogen Bond.2010
Author(s)
Hayashi, K., Matubayasi, N., Jiang, C., Yoshimura, T., Majumdar, S., Sasamori, T., Tokitoh, N., Kawabata, T.
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Journal Title
J.Org.Chem 75
Pages: 5031-5036
Related Report
Peer Reviewed
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