Tetrahedron

Regiochemistry of mercury (II) oxide oxidation of unsymmetrical N, N-disubstituted hydroxylamines

SA Ali, SMA Hashmi, MN Siddiqui, MIM Wazeer

Index: Ali, Sk. Asrof; Hashmi, S. M. Azhar; Siddiqui, Mohammad N.; Wazeer, Mohammed I. M. Tetrahedron, 1996 , vol. 52, # 47 p. 14917 - 14928

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Citation Number: 34

Abstract

Mercury (II) oxide oxidation of N, N-disubstituted hydroxylamines with the α and α′ carbon atoms containing one and two hydrogen atoms, respectively, gave aldonitrones in a highly regioselective manner. Removal of the α proton is involved in the rate determining step as shown by primary kinetic isotope effect.

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