Stereoselectivity in reactions of metal complexes VIII. Asymmetric synthesis of some amino acids by stereoselective transamination of aliphatic keto acids in mixed ligand copper(II)‐Schiff‐base complexes
- 14 March 1984
- journal article
- research article
- Published by Wiley in Helvetica Chimica Acta
- Vol. 67 (2) , 373-377
- https://doi.org/10.1002/hlca.19840670203
Abstract
Optically active alanine, valine and leucine were obtained by a transamination reaction between pyridoxamine and the corresponding α‐keto acid in the presence of a Cu2+‐complex with the tridentate ligand 2,6‐bis[(3S)‐3‐phenykl‐2‐azabutyl]pyridine. In each case the amino acid with (R)‐configuration was formed preferentially, and the maximum enantiomeric excesses were 54% (alanine), 48% (leucine) and 29% (valine). The stereoselectivity of the reaction is discussed in terms of the possible structure and the stability of the intermediate Cu2+‐ketimine‐ligand complex.This publication has 5 references indexed in Scilit:
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