Readily available chiral phosphine-aminophosphine ligands for highly efficient Rh-catalyzed asymmetric hydrogenation of α-enol ester phosphonates and α-enamido phosphonates

被引：50

作者：

Wang, Dao-Yong ^{[1
,2
]}

Huang, Jia-Di ^{[1
,2
]}

Hu, Xiang-Ping ^{[1
]}

Deng, Jun ^{[1
,2
]}

Yu, Sai-Bo ^{[1
,2
]}

Duan, Zheng-Chao ^{[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 | 2008年 / 73卷 / 05期

关键词：

D O I：

10.1021/jo702488j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A new class of unsymmetrical hybrid phosphine-aminophosphine ligands has been prepared from commercially available, inexpensive (S)-1-phenylethylamine through a concise synthetic procedure. These ligands are not very sensitive to air and moisture, and displayed good enantioselectivities in the Rh-catalyzed asymmetric hydrogenation of various dimethyl alpha-benzoyloxyethenephosphonates bearing beta-aryl, beta-alkyl, and beta-alkoxy substituents and N-benzyloxycarbonyl alpha-enamido phosphonates, in which up to 97% ee was obtained. A side-by-side comparison study disclosed that these new phosphine-aminophosphine ligands showed better enantioselectivity than BoPhoz ligands.

引用

页码：2011 / 2014

页数：4

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