論文

2003年11月

Stereoselective accesses to enantioenriched allyl-, allenyl-, and propargyl-silanes via Si-Si bond activation by palladium-isocyanide catalysts

JOURNAL OF ORGANOMETALLIC CHEMISTRY
  • M Suginome
  • ,
  • Y Ito

685
1-2
開始ページ
218
終了ページ
229
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.1016/S0022-328X(03)00163-3
出版者・発行元
ELSEVIER SCIENCE SA

Stereoselective synthesis of allyl-, allenyl-, and propargyl-silanes via palladium-catalyzed intramolecular bis-silylation (IBS) is described. IBS of disilanyl ethers of propargylic and allylic alcohols produced bis-silylation products stereoselectively in good yields via formation of 1,2-oxasiletanes as primary products. From the bis-silylation products, allyl-, allenyl-, and propargyl-silanes were synthesized via Peterson-type elimination or acid-catalyzed 1,2-silyl migration. The IBS/elimination as well as the IBS/migration sequences were carried out in one reaction vessel, providing ready access to those synthetically useful organosilicon compounds. Highly enantioenriched allyl-, allenyl-, and propargyl-silanes including polymer-supported derivatives were stereoselectively synthesized by the new methods. Synthetic application of the highly enantioenriched allenyl- and allyl-silanes is also described. (C) 2003 Published by Elsevier Science B.V.

リンク情報
DOI
https://doi.org/10.1016/S0022-328X(03)00163-3
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000186346400029&DestApp=WOS_CPL
ID情報
  • DOI : 10.1016/S0022-328X(03)00163-3
  • ISSN : 0022-328X
  • Web of Science ID : WOS:000186346400029

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