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

Article abstract of DOI:10.1016/0040-4039(91)80458-I

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.