title: Asymmetric transfer hydrogenation coupled with dynamic kinetic resolution in water: synthesis of anti-β-hydroxy-α-amino acid derivatives.
abstract: The use of asymmetric transfer hydrogenation combined with dynamic kinetic resolution for the synthesis of β-hydroxy-α-(tert-butoxycarbonyl)amino esters in water is described. This procedure provides the desired amino alcohols in good yields, diastereoselectivities, and enantioselectivities. A surfactant is employed to achieve good yields due to the hydrophobic nature of both the catalyst and substrate. The reaction setup is operationally simple, and nondegassed water can be used as the solvent.
authors.affiliation: Organic Chemistry, Department of Chemical Science and Engineering, KTH Royal Institute of Technology, 100 44 Stockholm, Sweden. brinton@kth.se
authors.forename: Brinton
authors.initials: B
authors.lastname: Seashore-Ludlow
authors.forename: François
authors.initials: F
authors.lastname: Saint-Dizier
authors.forename: Peter
authors.initials: P
authors.lastname: Somfai
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D000605:Amino Alcohols / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D006865:Hydrogenation; D007700:Kinetics; D015394:Molecular Structure; D013237:Stereoisomerism; D014867:Water / Q000737:chemistry*
chemical_list: D000596:Amino Acids; D000605:Amino Alcohols; D014867:Water