2013 Fiscal Year Final Research Report
Development of Organoallylation Reagent and Asymmetric Organocatalysis
| Project/Area Number |
23550114
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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 |
Synthetic chemistry
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| Research Institution | Tohoku University |
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Principal Investigator |
MOMIYAMA Norie 東北大学, 理学(系)研究科(研究院), 助教 (80447127)
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| Project Period (FY) |
2011 – 2013
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| Keywords | 転位反応 / 不斉合成 / アリル化 / ホモアリルアミン |
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| Research Abstract |
The development of environmentally benign transformation is one of the most important subjects in organic synthesis. Although asymmetric organocatalysis has been recognized as one of them to serve optically active compounds efficiently, there has been still limited in the applicability and generality. In the present study, we developed asymmetric rearrangement reaction based on the design of organo allylation reagents. We found that Brønsted acid promoted 1,3-rearrangement reaction of homoallyl amines or homoallylic imines to serve optically active 4,4-substituted homoallyl amines in excellent chirality transfer ratio. To the best our knowledge, this is the first example of the asymmetric 1,3-rearragement for homoallyl amines synthesis.
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