Asymmetric reduction of Schiff's bases with lithium aluminium hydride-monosaccharide complexes to give optically active secondary amines.

SR Landor, OO Sonola, AR Tatchell

Index: Landor, S. R.; Sonola, O. O.; Tatchell, A. R. Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 6 p. 1658 - 1661

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Citation Number: 12

Abstract

The asymmetric reduction of selected Schiff's bases (ketimines) with the lithium aluminium hydride–monosaccharide complexes derived from 3-O-benzyl-1, 2-O-cyclohexylidene-α-D- glucofuranose gives optically active secondary amines. The absolute configuration of N-(1- phenylethyl) aniline was assigned as S by N-phenylation of S-(−)-1-phenylethylamine and hence all the levo-rotatory secondary amines obtained by this asymmetric reduction are ...