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Synlett 1991; 1991(3): 177-178
DOI: 10.1055/s-1991-20669
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A Simple Approach to N-(3-Aryl/heteroaryl-1-ethoxycarbonyl-3-oxopropyl) (S)-Amino Acid Esters

Antonio Arcadi* , Emilia Bernocchi, Sandro Cacchi, Fabio Marinelli, Antonella Scarinci
  • *Dip. di Chimica, Ing. Chimica e Materiali, Università degli Studi, via Assergi 4, I-67100 L'Aquila, Italy
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Publication Date:
07 March 2002 (online)

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Treatment of ethyl 4-aryl/heteroaryl-4-hydroxy-2-butynoates with (S)-alanine and other (S)-amino acid benzyl esters (11 examples) in ethanol or dimethylformamide in the presence of triethylamine provides a general, regioselective entry into N-(3-aryl/heteroaryl-1-ethoxycarbonyl-3-oxopropyl) (S)-amino acid esters, useful intermediates for the synthesis of angiotensin converting enzyme inhibitors.