Ketones, functionalized Baeyer-Villiger reaction

Oxidations of unsaturated ketones affecting solely the carbonyl group were discussed in the section Baeyer-Villiger Reaction of Functionalized Ketones (equations 379-399). In this section, only such oxidations that add oxygen to the double bond will be described. 

Saponification of the ester product from the Baeyer-Villiger reaction is easily accomplished, leading to the alcohol and the interesting functional group transform (C—C=0 C—OH) for acyclic ketones. Cyclic... 

Alkaline hydrogen peroxide reacts with a jS-unsaturated ketones by a different reaction sequence, exemplified by the behaviour of "A-nor-testosterone 27) [7 ]. The reagent first converts the steroid into the corresponding epoxy-ketone 28) by the mechanism discussed on p. 201, and only then brings about a Baeyer-Villiger oxidation of the ketone function to give the epoxy-lactone (29) as the major product. 

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