Chlorine dioxide oxidation of amines: synthetic utility and a biomimetic synthesis of elaeocarpidine

…, AG Hortmann, MR Marzabadi

Index: Chen; Hortmann; Marzabadi Journal of the American Chemical Society, 1988 , vol. 110, # 14 p. 4829 - 4831

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Citation Number: 58

Abstract

Chlorine dioxide (C102) z is a gaseous free radical that is readily generated and stored in moderate concentrations (ea. 0.25 M at 0-5" C) in either aqueous or selected organic solvents. CIOz reacts with tertiary amines to produce iminium ions which undergo hydrolysis in the presence of water (eq 1). Kinetic studies by

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