Enantioselective Rh-Catalyzed Hydrogenation of 3-Aryl-4-phosphonobutenoates with a P-Stereogenic BoPhoz-Type Ligand
Enantioselective Rh-Catalyzed Hydrogenation of 3-Aryl-4-phosphonobutenoates with a P-Stereogenic BoPhoz-Type Ligand
复制标题
使用 P-立体 BoPhoz 型配体对映选择性 Rh 催化 3-芳基-4-膦基丁烯酸酯氢化
DOI：
10.1021/jo101849b
复制
发表时间：
2010-12-03
影响因子：
3.6
通讯作者：
Zheng, Zhuo
中科院分区：
文献类型：
--
作者：
Duan, Zheng-Chao;Hu, Xiang-Ping;Zheng, Zhuo
用P-立体生成的BoPhoz型膦-氨基膦配体催化3-芳基-4-膦-丁烯酸酯的不对称氢化反应，以高的对映选择性(93-98%ee)合成了一系列手性3-芳基-4-膦酸丁酸酯。该方法已成功地应用于具有高对映选择性的潜在GABA(B)拮抗剂(R)-phaclofen的不对称合成。
A series of chiral 3-aryl-4-phosphonobutyric acid esters were synthesized in high enantioselectivities (93-98% ee) via the Rh-catalyzed asymmetric hydrogenation of the corresponding 3-aryl-4-phosphonobutenoates using a P-stereogenic BoPhoz-type phosphine-aminophosphine ligand. The methodology has been successfully applied to the asymmetric synthesis of a potential GABA(B) antagonist, (R)-phaclofen, in high enantioselectivity.