Silylcuprate Routes to Cyclohex-2-enylsilanes

Article abstract of DOI:10.1071/CH9880693

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-S_N2' manner.Spectroscopic characterization of the diastereomeric silanes is presented.Grignard routes to some of these silanes are described.