2016 Fiscal Year Final Research Report
Development of Novel Cyclization of Allene through Dynamic Kinetic Asymmetric Transformation
| Project/Area Number |
26460001
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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 | Hokkaido University |
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Principal Investigator |
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| Project Period (FY) |
2014-04-01 – 2017-03-31
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| Keywords | ロジウム / アレン / アルキン / アルケン / カルボニル / イミン / ラセミ化 / 環化反応 |
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| Outline of Final Research Achievements |
The hydroacylation of 4-allenal proceeded smoothly, giving 6-membered ketones in good yields (up to 84% yield) with high ee’s (up to 96% ee) even though racemic allenes were used as substrates. The mechanistic studies revealed that the nitrile would accelerate the racemization of allene rather than improve the yield and ee of the product. Additionally, I have succeeded in development of several new cyclizations using allene as a substrate. In these reactions, it was found that the racemization of allene moiety would be easy to occur under reaction conditions.
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| Free Research Field |
有機合成化学
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