Electrochemical Synthesis and Reactivity of α-Alkoxy α-Amino Acid Derivatives
- 1 March 1979
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 52 (3) , 826-830
- https://doi.org/10.1246/bcsj.52.826
Abstract
α-Alkoxy α-amino acid derivatives were synthesized in good yields by anodic oxidation of acylaminomalonic acid monoesters in alcohols. Transformation of ethyl N-acetyl-α-methoxyalaninate into ethyl N-acetyl-α,βdehydroalaninate was achieved in an excellent yield by thermal treatment of the former amino acid with a catalytic amount of ammonium bromide. Substitution of the α-alkoxy group of the α-alkoxy amino acids with nucleophiles was effected by tin tetrachloride to afford the α-substituted α-amino acids.This publication has 14 references indexed in Scilit:
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