Abstract: Claisen condensation of the dianion of chloroacetic acid with N-BOC a-amino acid methyl esters provides the corresponding a-chloroketones in high yield and enantiomeric excess. Key words: amino acid, condensation, chloroketone aN-acyl-a'-chloroketones 2 serve as irreversible enzyme inhibitors1 and as precursors to the hydroxyethylamine isostere subunits present in many inhibitors of angiotensin converting enzyme, 2 renin, 3 ...
[Chen, Ping; Cheng, Peter T. W.; Spergel, Steven H.; Zahler, Robert; Wang, Xuebao; Thottathil, John; Barrish, Joel C.; Polniaszek, Richard P. Tetrahedron Letters, 1997 , vol. 38, # 18 p. 3175 - 3178]