JOURNAL ARTICLE

ASYMMETRIC TRANSAMINATION FROM AMINO ACID (III) ASYMMETRIC SYNTHESIS OF PHENYLGLYCINE BY CHEMICAL TRANSAMINATION FROM OPTICALLY ACTIVE AMINO ACIDS TO BENZALDEHYDE

Shun‐ichi YamadaShunichi Hashimoto

Year: 1976 Journal:   Chemistry Letters Vol: 5 (9)Pages: 921-926   Publisher: Oxford University Press

Abstract

Abstract d-Phenylglycine, an important constituent of penicillin and cephalosporin antibiotics, was asymmetrically synthesized by hydrocyanation of the Schiff bases prepared from benzaldehyde and l-amino acid t-butyl esters, followed by oxidative decarboxylation. When l-ψ-leucine t-butyl ester was used as a chiral reagent, the optical yield of d-phenylglycine Increased to 96.5%.

Keywords:
Transamination Chemistry Benzaldehyde Optically active Amino acid Enantioselective synthesis Organic chemistry Stereochemistry Catalysis Biochemistry

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Citation History

Topics

Analytical Chemistry and Chromatography
Physical Sciences →  Chemistry →  Spectroscopy
Molecular spectroscopy and chirality
Physical Sciences →  Chemistry →  Spectroscopy
Chemical Synthesis and Analysis
Life Sciences →  Biochemistry, Genetics and Molecular Biology →  Molecular Biology
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