Rearrangement of acyloxyoxiranes: A revised structure for the oxidation product of 5α-androst-16-ene-3α,17-diol 3-benzoate 17-acetate

Article abstract of DOI:10.1016/S0040-4020(01)89038-4

During the oxidation of conjugated enones to α-acyloxyoxiranes by m-chloroperbenzoic acid, the preferred sequence is epoxidation followed by Baeyer-Villiger oxidation. Rearrangement of acyloxyoxiranes to α-acyloxyketones, in situ, was observed. The α-keto