title: Efficient regio- and stereoselective access to novel fluorinated β-aminocyclohexanecarboxylates.
abstract: A regio- and stereoselective method has been developed for the synthesis of novel fluorinated 2-aminocyclohexanecarboxylic acid derivatives with the fluorine attached to position 4 of the ring. The synthesis starts from either cis- or trans-β-aminocyclohex-4-enecarboxylic acids and involves regio- and stereoselective transformation of the ring C-C double bond through iodooxazine formation and hydroxylation, followed by hydroxy-fluorine or oxo-fluorine exchange.
authors.affiliation: University of Szeged, Institute of Pharmaceutical Chemistry, Szeged, Hungary.
authors.forename: Loránd
authors.initials: L
authors.lastname: Kiss
authors.forename: Melinda
authors.initials: M
authors.lastname: Nonn
authors.forename: Reijo
authors.initials: R
authors.lastname: Sillanpää
authors.forename: Santos
authors.initials: S
authors.lastname: Fustero
authors.forename: Ferenc
authors.initials: F
authors.lastname: Fülöp
keywords: amino acids; epoxidation; fluorination; hydroxylation; stereoselective reaction