
TY  - JOUR
A1  - Allan, RD 
A1  - Johnston, GAR 
A1  - Twitchin, B 
T1  - Synthesis of Analogues of GABA. III. All Four Stereoisomers of 3-Aminocyclopentanecarboxylic Acid and a Stereochemical Correlation with Amidinomycin
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1979
VL  - 32
IS  - 11
SP  - 2517
EP  - 2521
KW  - 
UR  - https://doi.org/10.1071/CH9792517 
N2  - 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). 
ER  -

