title: Dynamic kinetic resolution based asymmetric transfer hydrogenation of α-alkoxy-β-ketophosphonates. Diastereo- and enantioselective synthesis of monoprotected 1,2-dihydroxyphosphonates.
abstract: Dynamic kinetic resolution driven, asymmetric transfer hydrogenation reactions of a wide range of 2-substituted α-alkoxy-β-ketophosphonates 3 were observed to proceed efficiently to give the corresponding 2-substituted α-alkoxy-β-hydroxy phosphonates 4 with excellent levels of diastereo- and enantioselectivity. These processes are promoted by using well-defined, commercially available, chiral transition metal catalysts and a 0.2:1 mixture of formic acid and triethylamine as the hydrogen source and solvent.
authors.affiliation: Korea Chemical Bank, Korea Research Institute of Chemical Technology , PO Box 107, Yuseong, Daejeon 305-600, Korea.
authors.forename: Se-Mi
authors.initials: SM
authors.lastname: Son
authors.forename: Hyeon-Kyu
authors.initials: HK
authors.lastname: Lee
mesh_terms: D002384:Catalysis; D005021:Ethylamines / Q000737:chemistry*; D005561:Formates / Q000737:chemistry*; D006865:Hydrogenation; D007659:Ketones / Q000737:chemistry*; D007700:Kinetics; D015394:Molecular Structure; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D028561:Transition Elements / Q000737:chemistry*
chemical_list: D005021:Ethylamines; D005561:Formates; D007659:Ketones; D063065:Organophosphonates; D028561:Transition Elements; C016162:triethylamine