ChemInform Abstract: α,β-Epoxy Sulfoxides as Useful Intermediates in Organic Synthesis. Part 9. A Novel Synthesis of Alkyl Vinyl Ketones and Divinyl Ketones from Carbonyl Compounds and 1-Chloro-3-phenylthiopropyl Phenyl Sulfoxide as a Three-Carbon Homologating Agent.

ChemInform Abstract

The epoxy sulfoxides (I) are converted to the alkyl vinyl ketones (III) via the phenylthio carbonyl compounds (II). Transformation of (Ia) or (Ib) to the bis(phenylthio) ketones (V) and subsequent elimination of both thio groups affords the divinyl ketones (VI).