Tetrahedron

A convenient method for synthesis of optically active β-hydroxyamines from primary amines through enecarbamates as key intermediates

Y Matsumura, T Ohishi, C Sonoda, T Maki…

Index: Matsumura, Yoshihiro; Ohishi, Takahiro; Sonoda, Chihiro; Maki, Toshihide; Watanabe, Mitsuaki Tetrahedron, 1997 , vol. 53, # 13 p. 4579 - 4592

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Citation Number: 8

Abstract

This report describes a new method to prepare optically active β-hydroxyamines starting from primary amines. The method consists of a transformation of N-methoxycarbonylated primary amines to the corresponding enecarbamates utilizing electrochemical oxidation and an asymmetric hydroboration of the enecarbamates to produce optically active β- hydroxyamines.