The Journal of Organic Chemistry

A Reinvestigation of the Structure of the Transition State in Peracid Epoxidations. α-and β-Secondary Isotope Effects

YS Angelis, M Orfanopoulos

Index: Angelis, Yiannis S.; Orfanopoulos, Michael Journal of Organic Chemistry, 1997 , vol. 62, # 17 p. 6083 - 6085

Full Text: HTML

Citation Number: 26

Abstract

The epoxidation of alkenes by peracids is a synthetically useful transformation that has been used by chemists for many decades. Several mechanistic studies of this reaction have been reported that include stereochemistry, 1 as well as kinetics, solvent effects, 2 Hammet correlations, 3 and isotope effects. 4 The most popular mechanism was proposed5 by Bartlett in 1950 and found support later from studies involving calculations6 and ...