Abstract:/3-Keto sulfides, available by the direct sulfenylation of enolates with diphenyl disulfide or phenyl benzenethiosulfonate, are acetoxylated by lead tetraacetate in warm benzene. The?-keto acetoxy sulfides represent a monoprotected form of a 1, 2-dicarbonyl compound. Oxidation and sulfoxide pyrolysis produce regiospecifically the monoenol acetate of the diketone. Treatment with iodine in methanol gives the monoketal. Exposure ...
