Tetrahedron Letters

Oxidation of benzyl alcohols by dimethyldioxirane. The question of concerted versus stepwise mechanisms probed by kinetic isotope effects

YS Angelis, NS Hatzakis, I Smonou, M Orfanopoulos

Index: Angelis, Yiannis S.; Hatzakis, Nikos S.; Smonou, Ioulia; Orfanopoulos, Michael Tetrahedron Letters, 2001 , vol. 42, # 22 p. 3753 - 3756

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Citation Number: 11

Abstract

The primary and β-secondary kinetic isotope effects in the oxidation of secondary alcohols with dimethyl dioxirane were measured. The substantial primary and the absence of a β-secondary kinetic isotope effect support a concerted mechanism for the title reaction. ... Concerted mechanism for the DMD oxidation of alcohols. Concerted mechanism for the DMD oxidation of alcohols. ... Concerted mechanism for the DMD oxidation of alcohols. ... Baumstark and Kovăc, ...