2017 Fiscal Year Final Research Report
Synthetic studies of polyfunctionalized natural products with highly-fused ring systems
| Project/Area Number |
26713001
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| Research Category |
Grant-in-Aid for Young Scientists (A)
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| Allocation Type | Partial Multi-year Fund |
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| Research Field |
Chemical pharmacy
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| Research Institution | Nagoya University |
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Principal Investigator |
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| Research Collaborator |
KITABAYASHI Yusuke
YAMADA Ryosuke
OCHI Yuji
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| Project Period (FY) |
2014-04-01 – 2017-03-31
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| Keywords | アルカロイド / 天然物 / 全合成 / 複素環 / 環化付加反応 |
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| Outline of Final Research Achievements |
Synthetic studies of polyfunctionalized natural products with highly-fused ring systems were conducted, and total syntheses of daphenylline and lycopalhine A were accomplished. The synthesis of daphenylline features intramolecular cycloaddition of an azomethine ylide as well as a Claisen rearrangement. In these reactions, the stereochemistries were remotely controlled by the characteristic conformation of the DEF tricyclic core. The synthesis of lydopalhine A features construction of the tricyclic system via cleavage of a cyclopropane ring and a subsequent intramolecular Michael addition. We also carried out synthetic studies of yuzurimine and obtained a key intermediate for the total synthesis, which has a tetrasubstituted C-C double bond in the [5-5] bicyclic system.
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| Free Research Field |
天然物合成化学
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