2012 Fiscal Year Final Research Report
Development of efficient asymmetric synthetic method for marine natural products contained novel hexahydrocoumalin skeleton
| Project/Area Number |
22790021
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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 | Tokyo University of Pharmacy and Life Science |
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Principal Investigator |
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| Project Period (FY) |
2010 – 2012
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| Keywords | 生理活性物質 / 海洋産テルペノイド / 全合成 |
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| Research Abstract |
Synthetic study of marine diterpenoid, kitungolide B, contained novel hexahydrocoumalin skeleton was occurred. Reformatsky reaction with zinc, ethyl bromoacetate and aldehyde compound, whichobtained the 3-methyl-2-buten-1-ol via three steps, was carried out. As the results, the nucleophilic attack to the aldehyde moiety, cyclization and elimination reactions were proceeded simultaneously, the desired unsaturated lactone was obtained. The 1,4-addition to the unsaturated lactone followed by ring closing metathesis was provided trans-fused bicyclic lactone compound. Further study of the construction of hexahydrocoumalin skeleton is now on going.
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