2000 Fiscal Year Final Research Report Summary
Catalytic Asymmetric Total Synthesis of Several Biologically Active Natural Products
| Project/Area Number |
10470462
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| Research Category |
Grant-in-Aid for Scientific Research (B).
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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 | The University of Tokyo |
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Principal Investigator |
SHIBASAKI Masakatsu Grad.School of Pharmaceutical Science, The University of Tokyo professor, 大学院・薬学系研究科, 教授 (30112767)
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| Co-Investigator(Kenkyū-buntansha) |
OHSHIMA Takashi Grad.School of Pharmaceutical Science, The University of Tokyo associate Professor, 大学院・薬学系研究科, 助手 (10313123)
KANAI Motomu Grad.School of Pharmaceutical Science, The University of Tokyo lecturer, 大学院・薬学系研究科, 講師 (20243264)
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| Project Period (FY) |
1998 – 2000
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| Keywords | biologically active compound / strychinine / phorbol / wortmannin / catalytic enantioselective total synthesis / Michael reaction / catalytic kinetic resolution / intramolecular Heck reaction |
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| Research Abstract |
The project involves a development of new catalytic enantioselective reactions, and their application to a catalytic asymmetric synthesis of biologically active natural products, such as strychnine, wortmannin and phorbol ester. Using the catalytic enantioselective Michael reaction by heterobimetallic complexes, such as ALB or La-linked BINOL, a practical synthetic route for the intermediate of strychynine was established. Using a kinetic resolution by an enantioselective intramolecular Heck reaction, a synthetic intermediate of wortmannin was developed. Further investigations toward the total synthesis of these biologically important compounds are currently ongoing.
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