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Synlett 1995; 1995(1): 55-57
DOI: 10.1055/s-1995-4862
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Facile and Efficient Syntheses of Novel (S)- and (R)-3-Fluoropyrrolidines and 3,3-Difluoropyrrolidine

Giuseppe Giardina* , Giulio Dondio, Mario Grugni
  • *Department of Chemistry, SmithKline Beecham Farmaceutici S.p.A., Via Zambeletti, 20021-Baranzate (Milan), Italy
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Publikationsdatum:
31. Dezember 2000 (online)

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Novel enantiomeric 3-fluoropyrrolidines and 3,3-difluoropyrrolidine were obtained in high yield starting from the enantiomerically pure and commercially available (2S,4R)-4-hydroxyproline. Spray-dried potassium fluoride and diethylaminosulfur trifluoride (DAST) were used to introduce one or two fluorine atoms, respectively.

3-fluoropyrrolidine - 3,3-difluoropyrrolidine - potassium fluoride - diethylaminosulfur trifluoride - κ-opioid agonists