Reduction of aryltrimethylsilanes as a synthetic method. Part III. Lithium in ethylamine (Benkeser reduction)
Abstract
Reduction of five aryltrimethylsilanes and one cyclohexenyltrimethylsilane with lithium in ethylamine gives cyclohexanes in every case. Cleavage of one carbon–silicon bond occurs in 1,3-bis(trimethylsilyl)benzene and 1,3,5-tris(trimethylsilyl)benzene. The stereochemistry of the disubstituted cyclohexanes has been assigned.