Helvetica Chimica Acta

Oxidative Cleavage and Rearrangement of Aryl Epoxides Using Iodosylbenzene: on Criegee's Trail

N Havare, DA Plattner

Index: Havare, Nizam; Plattner, Dietmar A. Helvetica Chimica Acta, 2012 , vol. 95, # 10 p. 2036 - 2042

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Citation Number: 2

Abstract

Abstract Aryl epoxides undergo rearrangement and oxidative cleavage when reacted with in situ prepared hydroxy-λ 3-iodane complexes. The presence of H 2 O plays a decisive role in steering the reaction path. A mechanistic scheme is proposed that accounts for the observed chemoselectivities.