title: Enantioselective synthesis of anti-β-hydroxy-α-amido esters by asymmetric transfer hydrogenation in emulsions.
abstract: Herein, we present two methods for an asymmetric transfer hydrogenation through the dynamic kinetic resolution of α-amido-β-ketoesters. These procedures yield the corresponding anti-β-hydroxy-α-amido esters in good yields and with good diastereo- and enantioselectivities. First, the scope of the reduction of α-amido-β-ketoesters by using triethylammonium formate azeotrope is examined. Then, an emulsion technology with sodium formate is explored, which allows for broader substrate scope, faster reaction times, and lower catalyst loading. Furthermore, these reactions are operationally simple and can be set up in air.
authors.affiliation: Organic Chemistry, Department of Chemical Science and Engineering, KTH Royal Institute of Technology, Teknikringen 36, 10044 Stockholm, Sweden.
authors.forename: Brinton
authors.initials: B
authors.lastname: Seashore-Ludlow
authors.forename: Piret
authors.initials: P
authors.lastname: Villo
authors.forename: Peter
authors.initials: P
authors.lastname: Somfai
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D002623:Chemistry Techniques, Analytical; D004655:Emulsions; D004952:Esters; D006865:Hydrogenation; D007700:Kinetics; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D004655:Emulsions; D004952:Esters