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DEVELOPMENT OF EPOXYSILANE REARRANGEMENT AND ITS APPLICATION TO CHIRALITY TRANSFER

  作者 SASAKI MICHIKO; IKEMOTO HIDAKA; TAKEDA KEI  
  选自 期刊  Heterocycles;  卷期  2009年78-12;  页码  2919-2941  
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[摘要]Development and synthetic application of epoxysilane rearrangement, a novel synthetic use of alpha,beta-epoxysilanes, in which an anion-induced ring-opening of epoxide and Brook rearrangement in the resulting alpha-silyl alkoxide occur in a tandem fashion to provide a beta-siloxy allyl anion, are described. Chirality transfer from epoxides to the position next to a nitrile group by taking advantage of the concerted process of the rearrangement is also reported.

 
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