1392011-21-0Relevant articles and documents
Enantioselective synthesis of anti-β-hydroxy-α-amido esters by asymmetric transfer hydrogenation in emulsions
Seashore-Ludlow, Brinton,Villo, Piret,Somfai, Peter
, p. 7219 - 7223 (2012/07/13)
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.
Asymmetric transfer hydrogenation coupled with dynamic kinetic resolution in water: Synthesis of anti -β-hydroxy-α-amino acid derivatives
Seashore-Ludlow, Brinton,Saint-Dizier, Fran?ois,Somfai, Peter
supporting information, p. 6334 - 6337 (2013/02/23)
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.
