𝔖 Bobbio Scriptorium
✦   LIBER   ✦

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

✍ Scribed by Robert Deschenaux; Klaus Bernauer

Publisher
John Wiley and Sons
Year
1984
Tongue
German
Weight
262 KB
Volume
67
Category
Article
ISSN
0018-019X

No coin nor oath required. For personal study only.

✦ Synopsis

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 Cu^2+^‐complex with the tridentate ligand 2,6‐bis[(3__S__)‐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 Cu^2+^‐ketimine‐ligand complex.

📜 SIMILAR VOLUMES

Stereoselectivity in reactions of metal
Stereoselectivity in reactions of metal complexes VII. Asymmetric synthesis of amino acids by metal ion-promoted transamination
✍ Klaus Bernauer; Robert Deschenaux; Toshiaki Taura 📂 Article 📅 1983 🏛 John Wiley and Sons 🌐 German ⚖ 499 KB 👁 1 views

## Abstract Enantioselective synthesis of phenylalanine was performed by reacting phenylpyruvic acid with pyridoxamine followed by ketimine‐aldimine isomerization of the __Schiff__ base formed catalyzed by an optically active copper (II)‐complex. By UV and CD measurements it was shown that the enan

Stereoselectivity in reactions of metal
Stereoselectivity in reactions of metal complexes. V. Synthesis of mixed-ligand cobalt(III) complexes with (S)-aspartic-N-monoacetic acid and different amino-acids
✍ Gérard Colomb; Klaus Bernauer 📂 Article 📅 1977 🏛 John Wiley and Sons 🌐 German ⚖ 370 KB

## Abstract The synthesis of mixed‐ligand cobalt(III) complexes with (__S__)‐aspartic‐N‐monoacetic acid ((__S__)‐AMA) and different amino‐acids Na[Co((__S__)‐AMA)(AA)] (AA = gly, (__R__)‐ and (__S__)‐ala, val, phe, ser and leu) leads to a mixture of __cis__‐N‐ and __trans__‐N‐isomers. These isomers