Chiral induction in the addition of the anion from 3-(p-Methylbenzenesulfinyl)prop-1-ene with substituted benzaldehydes

Abstract

Addition of the anion from 3-(p-methylbenzenesu1finyl)prop-1-ene to substituted benzaldehydes affords mixtures of α- and γ-products. The diastereoisomeric ratios. which were determined by ¹H n.m.r. spectroscopy, appeared relatively independent of electronic factors. Possible transition state models to account for the stereochemical aspects of the reaction are discussed.