title: Asymmetric Synthesis of Functionalized Tetrasubstituted α-Aminophosphonates through Enantioselective Aza-Henry Reaction of Phosphorylated Ketimines.
abstract: Bifunctional Cinchona alkaloid thioureas efficiently catalyze asymmetric nucleophilic addition of nitromethane to ketimines derived from α-aminophosphonic acids to afford tetrasubstituted α-amino-β-nitro-phosphonates. Catalytic hydrogenation of (S)-α-amino-β-nitro-phosphonate 2d gives enantiopure (S)-α,β-diaminophosphonate 3.
authors.affiliation: Departamento de Química Orgánica I, Centro de Investigación y Estudios Avanzados "Lucio Lascaray"- Facultad de Farmacia, University of the Basque Country, UPV/EHU Paseo de la Universidad 7, 01006 Vitoria, Spain.
authors.forename: Javier
authors.initials: J
authors.lastname: Vicario
authors.affiliation: Departamento de Química Orgánica I, Centro de Investigación y Estudios Avanzados "Lucio Lascaray"- Facultad de Farmacia, University of the Basque Country, UPV/EHU Paseo de la Universidad 7, 01006 Vitoria, Spain.
authors.forename: Pablo
authors.initials: P
authors.lastname: Ortiz
authors.affiliation: Departamento de Química Orgánica I, Centro de Investigación y Estudios Avanzados "Lucio Lascaray"- Facultad de Farmacia, University of the Basque Country, UPV/EHU Paseo de la Universidad 7, 01006 Vitoria, Spain.
authors.forename: José M
authors.initials: JM
authors.lastname: Ezpeleta
authors.affiliation: Departamento de Química Orgánica I, Centro de Investigación y Estudios Avanzados "Lucio Lascaray"- Facultad de Farmacia, University of the Basque Country, UPV/EHU Paseo de la Universidad 7, 01006 Vitoria, Spain.
authors.forename: Francisco
authors.initials: F
authors.lastname: Palacios
mesh_terms: D001372:Aza Compounds / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000737:chemistry; D010766:Phosphorylation; D013237:Stereoisomerism
chemical_list: D001372:Aza Compounds; D007097:Imines; D009570:Nitriles; D063065:Organophosphonates; C542835:ketimine