Dynamic kinetic resolution catalyzed by Ir axially chiral phosphine catalyst:: Asymmetric synthesis of anti aromatic β-hydroxy-α-amino acid esters

被引:72
作者
Makino, K [1 ]
Hiroki, Y [1 ]
Hamada, Y [1 ]
机构
[1] Chiba Univ, Grad Sch Pharmaceut Sci, Inage Ku, Chiba 2638522, Japan
关键词
D O I
10.1021/ja0432113
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The anti selective hydrogenation of α-amino-β-keto esters via dynamic kinetic resolution was achieved for the first time by using the iridium-MeOBIPHEP catalyst in asymmetric synthesis of anti aromatic β-hydroxy-α-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 β-hydroxy-α-amino acid esters are useful for synthesis of pharmaceuticals and natural products. Copyright © 2005 American Chemical Society.
引用
收藏
页码:5784 / 5785
页数:2
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