
%0 Journal Article
%A Burgess, VA 
%A Easton, CJ 
%T Reaction of N-Benzoyl-2-bromoglycine Methyl Ester With Deprotonated Nitroalkanes: Synthesis of &#946;-Nitro and &#945;,&#946;-Dehydro Amino Acid Derivatives
%J Australian Journal of Chemistry
%D 1988/07/01
%V 41
%N 7
%P 1063-1070
%K 
%R https://doi.org/10.1071/CH9881063
%U https://www.publish.csiro.au/paper/CH9881063 
%X N-Benzoyl-2-bromoglycine methyl ester (1) reacted with the alkyl nitronates (2a-e) to give the corresponding &#946;-nitro amino acid derivatives (4a-e). Elimination reactions of (4a-d) afforded the &#945;,&#946;-dehydro amino acid derivatives (5a-d). Treatment of the &#946;- nitrovaline derivative (4b) with tributyltin hydride gave the valine derivative (8). Reduction of the &#946;- nitroalanine derivative (4a) gave the &#946;- aminoalanine derivative (9), characterized by hydrolysis to 2,3- diaminopropionic acid hydrochloride. 
