title: Synthesis of fluoroalkylated beta-aminophosphonates and pyridines from primary beta-enaminophosphonates.
abstract: A simple and efficient stereoselective synthesis of fluorine containing beta-aminophosphonates by reduction of beta-enaminophosphonates is described. Reduction with sodium cyanborohydride in the presence of zinc chloride and the catalytic hydrogenation of beta-enaminophosphonates gives beta-aminophosphonates. beta-Enaminophosphonates are also used as intermediates for the regioselective synthesis of fluoroalkyl-substituted pyridines.
authors.affiliation: Departamento de Química Orgánica I, Facultad de Farmacia, Universidad del País Vasco, Vitoria, Spain. francisco.palacios@ehu.es
authors.forename: Francisco
authors.initials: F
authors.lastname: Palacios
authors.forename: Ana M
authors.initials: AM
authors.lastname: Ochoa de Retana
authors.forename: Julen
authors.initials: J
authors.lastname: Oyarzabal
authors.forename: Sergio
authors.initials: S
authors.lastname: Pascual
authors.forename: Guillermo
authors.initials: G
authors.lastname: Fernández de Trocóniz
mesh_terms: D000478:Alkylation; D005461:Fluorine / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D063065:Organophosphonates / Q000138:chemical synthesis*; D011725:Pyridines / Q000138:chemical synthesis*; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D063065:Organophosphonates; D011725:Pyridines; D005461:Fluorine