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Synlett 2001; 2001(5): 0679-0681
DOI: 10.1055/s-2001-13364
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First Stereoselective Synthesis of cis 3-CF3-Aziridine-2-carboxylates. A Route to New (Trifluoromethyl) α-Functionalised β-Amino Acids

Benoît Crousse* , Satoru Narizuka, Danièle Bonnet-Delpon, Jean-Pierre Bégué
  • *BioCIS CNRS, Centre d'Etudes Pharmaceutiques, Rue J. B. Clément, 92296 Châtenay-Malabry, France; Fax (33) 01 46 83 57 40; E-mail: benoit.crousse@cep.u-psud.fr; daniele.bonnet-delpon@cep.u-psud.fr
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Publication Date:
31 December 2001 (online)

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In the presence of a catalytic amount of BF3 · Et2O, ethyl diazoacetate reacts with CF3-imines to afford smoothly the corresponding cis CF3-aziridine-2-carboxylates in high yields and with high diastereoselectivity. These CF3-aziridines are good precursors of β-amino acids.

fluorine - imines - diazo compounds - aziridines - amino acids