2013 Fiscal Year Final Research Report
Development of cascade type reactions based on Brook rearrangement
| Project/Area Number |
24790008
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| Research Category |
Grant-in-Aid for Young Scientists (B)
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| Allocation Type | Multi-year Fund |
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| Research Field |
Chemical pharmacy
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| Research Institution | University of Toyama |
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Principal Investigator |
MINATO Daishiro 富山大学, 大学院医学薬学研究部(薬学), 助教 (80610914)
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| Project Period (FY) |
2012-04-01 – 2014-03-31
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| Keywords | Brook転位 / Wittig反応 / ホスフィン / ルイス塩基 / 炭素間結合形成反応 |
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| Research Abstract |
The target of this study is to develop new methodologies for the molecular transformation based on the intramolecular silyl group rearrangement reaction, so-called Brook rearrangement.
In searching for various conditions, the reaction of silylated conjugated olefins with phosphine nucleophiles which afforded phosphonium ylides through 1,4-Brook rearrangement was found. A Wittig reaction of the resulting phosphonium ylides and aldehydes proceeded successively and afforded silyl dienol ethers in high efficiency.
Furthermore, this sequential reaction methodology could be applied to the reaction of an acyl silane.
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