Cyclization–endoperoxidation cascade reactions of dienes mediated by a pyrylium photoredox catalyst

NJ Gesmundo, DA Nicewicz

Index: Gesmundo, Nathan J.; Nicewicz, David A. Beilstein Journal of Organic Chemistry, 2014 , vol. 10, p. 1272 - 1281

Full Text: HTML

Citation Number: 10

Abstract

Abstract Triarylpyrylium salts were employed as single electron photooxidants to catalyze a cyclization–endoperoxidation cascade of dienes. The transformation is presumed to proceed via the intermediacy of diene cation radicals. The nature of the diene component was investigated in this context to determine the structural requirements necessary for successful reactivity. Several unique endoperoxide structures were synthesized in yields ...