Formation of isoxazolyl hydroperoxides via a novel oxidative fragmentation of bicyclic isoxazolidines

…, JM Baldwin, DC Peterson

Index: Bundy, Gordon L.; Baldwin, J. Marvin; Peterson, David C. Journal of Organic Chemistry, 1983 , vol. 48, # 7 p. 976 - 982

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Citation Number: 3

Abstract

(5Z, 9a, lla, 13E)-9, ll-(Epoxyimino) prosta-5, 13-dienoic acid (2) and the corresponding methyl ester 3 undergo a novel oxidative fragmentation reaction in the presence of air. The resulting four isomeric isoxazolyl hydroperoxides 4a, b and 5a, b, formed cleanly in similar amounts and in good combined yield, have been characterized spectrally and by further chemical transformations. The novel oxidative fragmentation reaction is very facile with the ...