title: A novel and selective fluoride opening of aziridines by XtalFluor-E. synthesis of fluorinated diamino acid derivatives.
abstract: The selective introduction of fluorine onto the skeleton of an aminocyclopentane or cyclohexane carboxylate has been developed through a novel and efficient fluoride opening of an activated aziridine ring with XtalFluor-E. The reaction proceeded through a stereoselective aziridination of the olefinic bond of a bicyclic lactam and regioselective aziridine ring opening with difluorosulfiliminium tetrafluoroborate with the neighboring group assistance of the sulfonamide moiety to yield fluorinated diamino acid derivatives. The method based on the selective aziridine opening by fluoride has been generalized to afford access to mono- or bicyclic fluorinated substances.
authors: Institute of Pharmaceutical Chemistry and ‡Stereochemistry Research Group of the Hungarian Academy of Sciences, University of Szeged , H-6720 Szeged, Eötvös u. 6, Hungary.
authors: Melinda
authors: M
authors: Nonn
authors: Loránd
authors: L
authors: Kiss
authors: Matti
authors: M
authors: Haukka
authors: Santos
authors: S
authors: Fustero
authors: Ferenc
authors: F
authors: Fülöp