Abstract
The efficacy of the dimethyl(phenyl)silylcuprate and (to a lesser extent) the methyl-diphenylsilylcuprate reagents in converting cyclohex-2-enyl chlorides into the corresponding allylsilanes has been investigated. The presence of copper(I) greatly suppresses formation of the coupled hydrocarbon, and promotes stereo- and regio-selective carbon-silicon bond formation, in a predominantly anti-SN2′ manner. Spectroscopic characterization of the diastereomeric silanes is presented. Grignard routes to some of these silanes are described.
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