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Intramolecular nucleophilic attack at silicon in o-silylbenzyl alcohols. Generation of allyl and benzyl anion equivalents
Journal article   Peer reviewed

Intramolecular nucleophilic attack at silicon in o-silylbenzyl alcohols. Generation of allyl and benzyl anion equivalents

Paul F. Hudrlik, Anne M. Hudrlik and Yassin A. Jeilani
Tetrahedron, Vol.67(52), pp.10089-10096
30/12/2011
DOI: https://doi.org/10.1016/j.tet.2011.09.127

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
Substituted silyl ethers of o-bromobenzyl alcohols and the derived o-silylbenzyl alcohols were used to transfer allyl and benzyl groups from silicon to the electrophiles benzaldehyde and benzophenone in excellent yields. gamma-Oxidosilane intermediates (and possibly hypercoordinated silicon intermediates) are postulated. (C) 2011 Elsevier Ltd. All rights reserved.

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