From tropos to atropos: 5,5′-bridged 2,2′-bis(diphenylphosphino)biphenyls as chiral ligands for highly enantioselective palladium-catalyzed hydrogenation of α-phthalimide ketones

被引：45

作者：

Wang, Changqing ^{[1
]}

Yang, Guoqiang ^{[1
]}

Zhuang, Jing ^{[1
]}

Zhang, Wanbin ^{[1
]}

机构：

[1] Shanghai Jiao Tong Univ, Sch Chem & Chem Technol, Shanghai 200240, Peoples R China

来源：

TETRAHEDRON LETTERS | 2010年 / 51卷 / 15期

基金：

中国国家自然科学基金;

关键词：

ASYMMETRIC HYDROGENATION; DIPHOSPHINE LIGANDS; BIPHENYL; 5,5'-POSITION; BRIDGE; BINAP;

D O I：

10.1016/j.tetlet.2010.02.055

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A class of atropisomeric diphosphine ligands with a wide range of dihedral angles has been developed. X-ray study of the Pd(II) complexes of these ligands showed that as the bridge length increased, the dihedral angles and the ligand bite angles increased as well, while an excessive increase in bridge length had a reverse effect. It was found that there was a correlation between the ligand dihedral angles and the enantioselectivity in Pd-catalyzed asymmetric hydrogenation of alpha-phthalimide ketones, and excellent enantioselectivities of up to 99% ee were afforded. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：2044 / 2047

页数：4

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