
%0 Journal Article
%A Janowski, WK 
%A Prager, RH 
%T Potential GABA<sub>B</sub> Receptor Antagonists. II. Synthesis of 1-[2-Amino-1-(4-chlorophenyl)ethyl]-3-oxo-1,3-dihydroisobenzofuran-1-carboxylic Acid
%J Australian Journal of Chemistry
%D 1989/05/01
%V 42
%N 5
%P 731-736
%K 
%R https://doi.org/10.1071/CH9890731
%U https://www.publish.csiro.au/paper/CH9890731 
%X Michael addition of methyl 3-oxo-1,3-dihydroisobenzofuran-1-carboxylate to nitrostyrenes is catalysed by amine bases. In non-polar solvents, the use of both enantiomers of &#968;-ephedrine as base (0.1 equiv.) leads to both enantiomers , respectively, of a single diastereoisomer. When the reaction mixture is heated, the reaction is neither diastereoselective nor enantioselective. The products have been converted into the potential GABAB analogue 1-[2-amino-1-(4-chlorophenyl )ethyl]-3-oxo-1,3-dihydroisobenzofuran-1-carboxylic acid. 
