Preparation of α-Chloroketones by the Chloroacetate Claisen Reaction

X Wang, JK Thottathil, RP Polniaszek

Index: Wang, Xuebao; Thottathil, John K.; Polniaszek, Richard P. Synlett, 2000 , # 6 p. 902 - 904

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Citation Number: 10

Abstract

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 ...