title: Stereoselective synthesis of functionalized gamma-amino esters: azetidinium salts and epoxy esters.
abstract: Addition of several lithium ester enolates to chiral 1-aminoalkyl chloromethyl ketones 1 affords enantiomerically pure 3-hydroxyazetidinium salts 3 or 3-(1'-aminoalkyl)-3,4-epoxy esters 4, depending on the reaction conditions. [reaction: see text]
authors.affiliation: Departamento de Química Orgánica e Inorgánica, Facultad de Química, Universidad de Oviedo, Julián Clavería 8, 33071 Oviedo, Spain. jmcg@sauron.quimica.uniovi.es
authors.forename: José M
authors.initials: JM
authors.lastname: Concellón
authors.forename: Estela
authors.initials: E
authors.lastname: Riego
authors.forename: Pablo L
authors.initials: PL
authors.lastname: Bernad
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D001384:Azetidines / Q000737:chemistry*; D004852:Epoxy Compounds / Q000737:chemistry; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D001384:Azetidines; D004852:Epoxy Compounds; D007202:Indicators and Reagents