title: Diastereo- and enantioselective asymmetric hydrogenation of α-amido-β-keto phosphonates via dynamic kinetic resolution.
abstract: Dynamic kinetic resolution of various α-amido-β-keto phosphonates via asymmetric hydrogenation proceeded efficiently to give the corresponding β-hydroxy-α-amido phosphonates in high diastereo- and enantioselectivities (up to 99:1 syn/anti, 99.8% ee). The addition of catalytic amounts of CeCl(3)·7H(2)O is necessary to achieve both good selectivity and catalytic efficiency under mild reaction conditions.
authors.affiliation: School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China.
authors.forename: Xiaoming
authors.initials: X
authors.lastname: Tao
authors.forename: Wanfang
authors.initials: W
authors.lastname: Li
authors.forename: Xiaoming
authors.initials: X
authors.lastname: Li
authors.forename: Xiaomin
authors.initials: X
authors.lastname: Xie
authors.forename: Zhaoguo
authors.initials: Z
authors.lastname: Zhang
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D002563:Cerium / Q000737:chemistry; D004952:Esters; D006865:Hydrogenation; D007700:Kinetics; D015394:Molecular Structure; D063065:Organophosphonates / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D004952:Esters; D063065:Organophosphonates; D002563:Cerium; C026690:cerous chloride