Studies dealing with the aza Claisen rearrangement of 2-allyloxy-substituted oxazoles

A Padwa, LA Cohen

Index: Padwa, Albert; Cohen, Leslie A. Journal of Organic Chemistry, 1984 , vol. 49, # 3 p. 399 - 406

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Citation Number: 28

Abstract

The scope of the thermal [3, 3]-sigmatropic rearrangement of a number of 2-allyloxy- substituted 4, 5-diphenyloxazoles has been examined. These systems undergo a facile aza- Claisen rearrangement to give 3-allyl-substituted 4, 5-diphenyl-4-oxazolin-2-ones. In contrast to the thermal results, irradiation of the 2-allyloxyor benzyloxy-substituted oxazole gave rise to a mixture of 3-and 5-substituted oxazolinones. The photolysis proceeds via ...