The Journal of Organic Chemistry

Benzylic hydroperoxide rearrangement: observations on a viable and convenient alternative to the Baeyer-Villiger rearrangement

DL Boger, RS Coleman

Index: Boger, Dale L.; Coleman, Robert S. Journal of Organic Chemistry, 1986 , vol. 51, # 26 p. 5436 - 5439

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Citation Number: 30

Abstract

L the scope and preparative synthetic utility of the benzylic hydroperoxide rearrangement'(eq 2). Unexpectantly mild conditions that permit the use of either secondary or tertiary benzylic alcohols derived from the corresponding acetophenone or benzoate esters are detailed in Table I. Comparative yields for Baeyer-Villiger oxidation of the parent acetophenones are given in Table 11. Examination of a series of acid catalysts for ...