Acyloxylation enamines

Radical reactions of enamines are the subject of another chapter in the present book. Acyloxylation of anilinomethylene dimedone to a-hydroxy derivatives of / -diketones is achieved by treating enaminediones with a diacyl peroxide. The aminomethylene group is lost in this process302 (equation 226). 

Acyloxylation reactions have been performed on a secondary enamine of dimedone with a series of diacyl peroxides. The isolated monoadducts could undergo further acyloxylation to yield products of acyl rearrangement50 (Scheme 34). 

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