
%0 Journal Article
%A Allan, RD 
%A Johnston, GAR 
%A Twitchin, B 
%T Synthesis of Analogues of GABA. III. All Four Stereoisomers of 3-Aminocyclopentanecarboxylic Acid and a Stereochemical Correlation with Amidinomycin
%J Australian Journal of Chemistry
%D 1979/11/01
%V 32
%N 11
%P 2517-2521
%K 
%R https://doi.org/10.1071/CH9792517
%U https://www.publish.csiro.au/paper/CH9792517 
%X All four stereoisomers of 3-aminocyclopentanecarboxylic acid have been prepared as analogues of the inhibitory neurotransmitter GABA. The amino acid degradation product from the antibiotic amidinomycin corresponds to cis-(1R,3S)-3-aminocyclopentanecarboxylic acid and thus amidinomycin is (1R,3S)-N-(2'-amidinoethyl)-3-aminocyclopentane-1-carboxamide (10). A key reaction was the stereoselective reduction of 3-hydroxyiminocyclopentanecarboxylic acid (8) to the corresponding cis amino acid (2). 
