Oxyfunctionalization of hydrocarbons. 1. Protolytic cleavage-rearrangement reactions of tertiary alkyl hydroperoxides with magic acid

GA Olah, DG Parker, N Yoneda…

Index: Olah,G.A. et al. Journal of the American Chemical Society, 1976 , vol. 98, # 8 p. 2245 - 2250

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Citation Number: 32

Abstract

Abstract: Magic acid catalyzed cleavage-rearrangement reactions of a series of tert-alkyl hydroperoxides were studied. Similar reactions were achieved by treating directly the corresponding tertiary alcohols with hydrogen peroxide and magic acid. For tert-butyl hydroperoxide both 0-0 and C-0 cleavage reactions were observed, depending on reaction conditions. The intermediate carboxonium ions generated from 0-0 cleavage reactions ...