ASYMMETRIC SYNTHESIS OF α-AMINO ACIDS BY NONENZYMATIC TRANSAMINATION. VERSATILITY OF THE REACTION AND ENANTIOMERIC EXCESSES OF THE PRODUCTS
- 5 November 1982
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 11 (11) , 1765-1768
- https://doi.org/10.1246/cl.1982.1765
Abstract
Diverse α-keto acids were transformed into the corresponding α-amino acids with enantiomeric excesses ranging from 60 to 96% by the reaction with chiral pyridoxamine analog, (R)- or (S)-15-aminomethyl-14-hydroxy-5,5-dimethyl-2,8-dithia [9] (2,5)pyridinophane (4), and Zn2+ in the molar ratio of 2:1, in methanol. The use of the S enantiomer of 4 gave (R)-α-amino acids, and vice versa.Keywords
This publication has 4 references indexed in Scilit:
- Chemistry of Chiral Vitamin B6 Analogs. IV. Syntheses of Chiral Pyridoxal and Pyridoxamine Analogs Having a Branched “Ansa Chain” between 2′- and 5′-PositionsBulletin of the Chemical Society of Japan, 1982
- The crystal structure and the absolute configuration of a chiral vitamin B6 analogue, (−)-14-hydroxy-2,8-dithia[9](2,5)-pyridinophane-15-methanolActa Crystallographica Section B: Structural Science, Crystal Engineering and Materials, 1979
- Synthesis of a chiral pyridoxal analog as a potential catalyst for stereospecific nonenzymic reactionsJournal of the American Chemical Society, 1977
- Pyridoxal Analogs. X. Zinc(II)-Chelate Catalysis of Transamination in Methanol SolutionJournal of the American Chemical Society, 1967