title: Synthesis of alpha-phosphorylated alpha,beta-unsaturated imines and their selective reduction to vinylogous and saturated alpha-aminophosphonates.
abstract: An efficient synthesis of alpha,beta-unsaturated imines derived from alpha-aminophosphonates is achieved through aza-Wittig reaction of P-trimethyl phosphazenes with beta,gamma-unsaturated alpha-ketophosphonates. Selective 1,2-reduction of such 1-azadienes affords beta,gamma-unsaturated alpha-aminophosphonates, phosphorylated analogs of vinylglycines, which are hydrogenated to yield saturated alpha-aminophosphonate derivatives.
authors.affiliation: Departamento de Química Orgánica I, Facultad de Farmacia, Universidad del País Vasco, Apartado 450, 01080 Vitoria, Spain. francisco.palacios@ehu.es
authors.forename: Francisco
authors.initials: F
authors.lastname: Palacios
authors.forename: Javier
authors.initials: J
authors.lastname: Vicario
authors.forename: Agnieszka
authors.initials: A
authors.lastname: Maliszewska
authors.forename: Domitila
authors.initials: D
authors.lastname: Aparicio
mesh_terms: D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D063065:Organophosphonates / Q000737:chemistry*; D010084:Oxidation-Reduction; D010766:Phosphorylation
chemical_list: D007097:Imines; D063065:Organophosphonates