Enantioselective preparation of 2-substituted-1,3-dithiane 1-oxides using modified sharpless sulphoxidation procedures

Enantioselective sulphoxidation of a wide range of 2-substituted-1,3-dithianes has been carried out using modified Sharpless conditions to furnish the corresponding sulphoxides in optically enriched form, Deacylation of 2-acyl-1,3-dithiane 1-oxide derivatives allows the preparation of 2-alkyl-1,3-dithiane 1-oxides and the parent 1,3-dithiane 1-oxide itself in high enantiomeric excesses.