2015 Fiscal Year Final Research Report
Synthetic studies on aconitine toward creation of new analgesics
Project/Area Number |
25620088
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Research Category |
Grant-in-Aid for Challenging Exploratory Research
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Allocation Type | Multi-year Fund |
Research Field |
Synthetic chemistry
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Research Institution | Waseda University |
Principal Investigator |
|
Project Period (FY) |
2013-04-01 – 2016-03-31
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Keywords | アコニチン / 全合成研究 / 選択的合成 |
Outline of Final Research Achievements |
Synthetic studies on aconitine have been deployed. Aconitine was devided to AEF rings and BCDE rings and synthetic routes of both compounds have been researched. At first, E ring moiety has been synthesized as a common part of them. An aldehyde derived from E ring was found to give aldol adducts with a precursor of A ring by using Lewis acid-mediated aldol reaction. Additionally, in studies of cyclization to obtain A ring, it was found that an olefin-attached alpha-diazoketone gave a cyclized compound via a diazo-attached intramolecular [3+2] adduct. On the other hand, E ring was coupled with C ring in accompany with the stereoselective construction of a quaternary carbon. D ring was constructed by ring closure metathesis to give CDE ring skeleton.
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Free Research Field |
有機合成化学
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