
%0 Journal Article
%A Allan, RD 
%A Fong, J 
%T Synthesis of analogues of GABA. VIII. Selective a-alkylation and &#947;-halogenation of the dianion from &#945;,&#946;-unsaturated nipecotic acid derivatives
%J Australian Journal of Chemistry
%D 1983/03/01
%V 36
%N 3
%P 601-608
%K 
%R https://doi.org/10.1071/CH9830601
%U https://www.publish.csiro.au/paper/CH9830601 
%X 1,2,3,6-Tetrahydropyridine-3-carboxylic acid (3), the &#946;, &#947;-unsaturated derivative of the GABA uptake inhibitor nipecotic acid (1), has been synthesized by deconjugation via the dilithium salt of the N-t-butyloxycarbonyl-protected intermediate (6). Substitution of the intermediate with alkylating agents or an aldehyde gave predominantly a-alkylated products but chlorination with N-chlorosuccinimide provided a route to the &#947;-substituted unsaturated amino acid (13a). 
