Stereoselective acyclic ketone reduction. Synthesis of the synthons having three consecutive chiral centers

Abstract

Four possible diastereomers of a functionalized 1,3-dimethyl-2-hydroxy unit were synthesized based on the stereoselective reduction of various acyclic ketones (i.e. reduction of β-keto ester, β-hydroxy ketone, α-hydroxy ketone, and α-silyloxy ketone) and the regioselective ring opening of epoxide by 1,3-dithiane anion. © 1984.