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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| Project Status |
Completed (Fiscal Year 2016)
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| Budget Amount *help |
¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2016: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2015: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2014: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
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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 / ケトン / アルデヒド / 動的速度論的不斉変換 |
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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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Report
(4 results)
Research Products
(28 results)
