Enantioselective Rh-Catalyzed Hydrogenation of 3-Aryl-4-phosphonobutenoates with a P-Stereogenic BoPhoz-Type Ligand

被引：20

作者：

Duan, Zheng-Chao ^{[1
,2
]}

Hu, Xiang-Ping ^{[1
]}

Zhang, Cheng ^{[1
,2
]}

Zheng, Zhuo ^{[1
]}

机构：

[1] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

[2] Chinese Acad Sci, Grad Sch, Beijing 100039, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 23期

基金：

中国国家自然科学基金;

关键词：

PHOSPHINE-PHOSPHORAMIDITE LIGANDS; PHOSPHONIC ACID-DERIVATIVES; ENOL ESTER PHOSPHONATES; CHIRAL ALPHA-ARYL; ASYMMETRIC HYDROGENATION; ALPHA; BETA-UNSATURATED PHOSPHONATES; SUBSTITUTED ETHYLPHOSPHONATES; AMINOPHOSPHINE LIGANDS; DIPHOSPHINE LIGANDS; PRACTICAL LIGANDS;

D O I：

10.1021/jo101849b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：8319 / 8321

页数：3

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