Organozinc reagents in synthesis: the facile generation of 2-(trialkylsilyl) prop-2-enylzinc from 2-bromo-1-trimethylsilylprop-2-ene

JJ Eshelby, PJ Parsons, PJ Crowley

Index: Eshelby, James J.; Parsons, Philip J.; Crowley, Patrick J. Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 2 p. 191 - 199

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Abstract

A range of electrophiles react with 2-(trimethylsilyl) prop-2-enylzinc chloride, which is prepared by sequentially treating 2-bromo-1-trimethylsilylprop-2-ene with ButLi and then zinc chloride. The addition of transition metal catalysts can alter the reactivity of the organometallic compound from prop-2-enylation to prop-1-en-2-ylation.