title: Asymmetric Synthesis of alpha-Amino Phosphonic Acids by Diastereoselective Addition of Trimethyl Phosphite onto Chiral Oxazolidines(1).
abstract: A simple and general asymmetric synthesis of alpha-amino phosphonic acids is described. The method involves the highly selective addition of trialkyl phosphite onto various chiral oxazolidines. Oxazaphosphorinanes thus obtained with an excellent diastereoselectivity furnish the corresponding (S)-alpha-substituted amino phosphonic acids in good overall yields and high ee (77-->97%) after simple deprotection.
authors.affiliation: Institut de Chimie des Substances Naturelles, CNRS, 91198 Gif-sur-Yvette, France.
authors.forename: Catherine
authors.initials: C
authors.lastname: Maury
authors.forename: Tawfik
authors.initials: T
authors.lastname: Gharbaoui
authors.forename: Jacques
authors.initials: J
authors.lastname: Royer
authors.forename: Henri-Philippe
authors.initials: HP
authors.lastname: Husson