title: Regio- and diastereoselective fluorination of alicyclic β-amino acids.
abstract: A regio- and stereoselective approach to fluorinated β-aminocyclohexene or cyclohexane esters has been developed, starting from a bicyclic β-lactam (1). The procedure involves six or seven steps, based on regio- and stereoselective iodolactonization, lactone opening and hydroxy-fluorine exchange. The method has been extended to the synthesis of fluorinated amino ester enantiomers.
authors.affiliation: Institute of Pharmaceutical Chemistry, University of Szeged, H-6720, Szeged, Eötvös u. 6, Szeged, Hungary.
authors.forename: Loránd
authors.initials: L
authors.lastname: Kiss
authors.forename: Eniko
authors.initials: E
authors.lastname: Forró
authors.forename: Santos
authors.initials: S
authors.lastname: Fustero
authors.forename: Ferenc
authors.initials: F
authors.lastname: Fülöp
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D008968:Molecular Conformation; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids