Tandem conjugate addition of silylcuprate and benzenesulfenyl chloride to unsaturated esters: stereoselective preparation of anti-3-dimethylphenylsilyl-2-phenylthio aldehydes
Abstract
Conjugate addition of dimethylphenylsilylcuprate is successful even to a 2,3-disubstituted acrylate ester and when followed by α-sulfenylation of the trapped silyl enol ether intermediate, reduction and re-oxidation gives, for example, (2SR, 3RS)-(anti)-2, 5-dimethyl-3-dimethylphenylsilyl-2-phenylthiohexanal as a single diastereoisomer.