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Synlett 1995; 1995(1): 101-102
DOI: 10.1055/s-1995-4844
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Synthesis of Bridged Bicyclic β-Trifluoroacetoxy β-Trifluoromethyl α-Amino Acid Derivatives by an Original Dakin-West/Diels-Alder Tandem Sequence

Thierry Cufos, Philippe Diaz, Lucien Stella*
  • *Université d’Aix-Marseille III, Laboratoire de Chimie Moléculaire Organique, associé au CNRS, 13397 Marseille Cédex 20, France
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Publication Date:
31 December 2000 (online)

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The reaction of hippuric acid with trifluoroacetic anhydride in the presence of cyclopentadiene affords useful bicyclic α-amino acid derivatives bearing β-trifluoroacetoxy and β-trifluoromethyl groups.

β-trifluoromethyl α-amino acids - Diels-Alder cycloaddition - Dakin-West reaction - 2-phenyl-5-oxazolone - tandem sequence