Tetrahedron: Asymmetry

A crystallization-induced asymmetric transformation to prepare (R)-4-chlorophenylalanine methyl ester

CA Maryanoff, L Scott, RD Shah, FJ Villani Jr

Index: Maryanoff, Cynthia A.; Scott, Lorraine; Shah, Rekha D.; Villani Jr., Frank J. Tetrahedron Asymmetry, 1998 , vol. 9, # 18 p. 3247 - 3250

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Citation Number: 20

Abstract

A second order asymmetric transformation of racemic 4-chlorophenylalanine methyl ester was achieved via salt formation with (2S, 3S)-(−)-tartaric acid in the presence of salicylaldehyde to afford the desired (R)-enantiomer of 4-chlorophenylalanine methyl ester in good yield and high enantiomeric purity.