Additive Pummerer reactions of vinylic sulphoxides. Synthesis of 2-(phenylsulphenyl) aldehydes and primary alcohols

Abstract Reaction in acetic anhydride solution of α,β-unsaturated sulphoxides 1 with sodium acetate and triflic anhydride gives 2-(phenylsulphenyl) acylals 4 . Basic methanolysis of 4 gives 2-(phenylsulphenyl) aldehydes 8 , whilst reduction gives directly 2-(phenylsulphenyl) primary alcohols 9 .