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.
J. J. Eshelby, P. J. Parsons and P. J. Crowley, J. Chem. Soc., Perkin Trans. 1, 1996, 191 DOI: 10.1039/P19960000191
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