論文

査読有り
2014年9月

Stereoselective Construction of 1,3-Disilylcyclopentane Derivatives by Scandium-Catalyzed [3+2] Cycloaddition of Allylsilanes to beta-Silylenones

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  • Kazuhiro Okamoto
  • ,
  • Eisuke Tamura
  • ,
  • Kouichi Ohe

53
38
開始ページ
10195
終了ページ
10199
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.1002/anie.201404218
出版者・発行元
WILEY-V C H VERLAG GMBH

The Sc(OTf)(3)-catalyzed [3+ 2] cycloaddition of allylsilanes to beta-silyl-alpha, beta-unsaturated ketones (beta-silylenones) has been developed to form five-membered syn-1,3-disilylketones diastereoselectively through the rearrangement of the silicon substituents on the allylsilane. Stabilization of the carbocation intermediates by a double silicon effect plays a key role in directing the course of the reaction to favor the [3+ 2] cycloaddition pathway over simple allylation.

Web of Science ® 被引用回数 : 12

リンク情報
DOI
https://doi.org/10.1002/anie.201404218
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000342761700037&DestApp=WOS_CPL

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