2016 Fiscal Year Final Research Report
Enantioselective total syntheses of bioactive natural products via the enolate intermediate with dynamic chirality
| Project/Area Number |
26460006
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Multi-year Fund |
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| Section | 一般 |
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| Research Field |
Chemical pharmacy
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| Research Institution | Kanazawa University (2015-2016)
Kyoto University (2014) |
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Principal Investigator |
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| Project Period (FY) |
2014-04-01 – 2017-03-31
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| Keywords | 天然物全合成 / 不斉合成 / 不斉記憶 / キラルエノラート / ＮＨＣカルベン触媒 / 不斉アルドール反応 |
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| Outline of Final Research Achievements |
Enantioselective total syntheses of bioactive natural products were carried out. 1) Metachromin J and K, 2) epiliolide and its hydrate, and 3) altemicidin were chosen as target molecules because of their unique bioacitivites. In metachromin derivative synthesis, the precursor for asymmetric reaction via C-O axially chiral enolate was invesitigated. The preparation of substrate for synthesizing epiliolides through intramolecular cyclization using NHC catalyst and asymmetric aldol reaction has been accomplished. Investigation of alpha-arylation reaciton with C-N axially chiral enolate and benzyne, which is supposed as key reaction in altemicidin synthesis, resulted in giving benzocyclobutenone derivative bearing tetrasubstituted carbon in high enantioselectivity.
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| Free Research Field |
有機合成科学
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