Dynamic kinetic resolution catalyzed by Ir axially chiral phosphine catalyst: asymmetric synthesis of anti aromatic beta-hydroxy-alpha-amino acid esters.
The anti selective hydrogenation of alpha-amino-beta-keto esters via dynamic kinetic resolution was achieved for the first time by using the iridium-MeOBIPHEP catalyst in asymmetric synthesis of anti aromatic beta-hydroxy-alpha-amino acid esters with excellent diastereo- and enantioslectivities. Acetic acid as a solvent and sodium acetate as an additive affected dramatically the yield and the enantioselectivity, respectively. The product anti aromatic beta-hydroxy-alpha-amino acid esters are useful for synthesis of pharmaceuticals and natural products.
Makino
Kazuishi
K
Graduate School of Pharmaceutical Sciences, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.
Hiroki
Yasuhiro
Y
Hamada
Yasumasa
Y