Tetrahedron

Peroxy esters—III: Acid-catalyzed reaction of 4-hydroperoxy-2, 5-cyclohexadienones and their derivatives

A Nishinaga, K Nakamura, T Matsuura, A Rieker…

Index: Nishinaga,A. et al. Tetrahedron, 1979 , vol. 35, p. 2493 - 2499

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Citation Number: 15

Abstract

Acid-treatment of 4-hydroperoxy-2, 5-cyclohexadienones (peroxy-p-quinols) and their acetates leads to the corresponding quinoxy cations through a protonation at the peroxy group, giving rise to different types of products depending on the structure of the peroxy esters. 2, 4, 6-Trialkyl-p-quinoxy cations undergo a rearrangement with ring opening to give 4-oxa-2-cyclopentenone derivatives, except for p-quinoxy cations with t-butyl or benzyl ...