Tetrahedron: Asymmetry

Enantioselective synthesis of 1-aryl-2-propenylamines: a new approach to a stereoselective synthesis of the Taxol® side chain

D Castagnolo, S Armaroli, F Corelli, M Botta

Index: Castagnolo, Daniele; Armaroli, Silvia; Corelli, Federico; Botta, Maurizio Tetrahedron Asymmetry, 2004 , vol. 15, # 6 p. 941 - 949

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Citation Number: 27

Abstract

A variety of substituted 1-aryl-2-propenylamines of high enantiomeric purity were prepared via lipase-catalysed resolution of the corresponding racemates.(R)-1-Phenyl-2- propenylamine was further synthesised into (2R, 3S)-3-benzoylamino-2-hydroxy-3- phenylpropanoic acid methyl ester, the side chain of Taxol®.