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Synlett 1993; 1993(10): 761-763
DOI: 10.1055/s-1993-22600
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An Efficient Preparation of Functionalized Z-Vinylcuprates from Terminal Acetylenes and Their Reactions with Epoxides

J. P. Marino* , Fabio Tucci, Joao V. Comasseto
  • *Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109, USA
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Publication Date:
19 March 2002 (online)

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The stereospecific and regiospecific addition of butyl tellurolates to terminal acetylenes containing a phenyl group, a propynyl unit and a 2-butenol system first produces Z-vinyl tellurides 3, 4, 5 which are directly metallated with higher-order cyanocuprates to the corresponding Z-vinyl cuprates ; these cuprates in turn have been added to a series of simple epoxides and vinyl epoxides to produce functionalized homoallylic alcohols.

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