Rhodium-catalyzed asymmetric hydrogenation with aminophosphine ligands derived from 1,1′-binaphthyl-2,2′-diamine

被引:26
作者
Guo, RW
Li, XS
Wu, J
Kwok, WH
Chen, J
Choi, MCK
Chan, ASC [1 ]
机构
[1] Hong Kong Polytech Univ, Univ Grants Comm Areas Excellence Scheme Hong Kon, Inst Mol Technol Drug Discovery & Synth, Open Lab Chirotechnol, Hong Kong, Hong Kong, Peoples R China
[2] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Hong Kong, Hong Kong, Peoples R China
关键词
aminophosphine ligand; asymmetric hydrogenation; rhodium; amino acid derivatives;
D O I
10.1016/S0040-4039(02)01510-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chiral ligands 2,2'-bis(dicyclohexylphosphinoamino)-1,1'-binaphthyI and 2,2'-bis[bis(3,5-dimethylphenyl)phosphinoamino]- 1,1'-binaphthyl were synthesized by reacting 1,1'-binaphthyl-2,2'-diamine with dicyclohexylchlorophosphine and bis(3,5-dimethylphenyl)chlorophosphine, respectively. Application of these ligands to the Rh-catalyzed asymmetric hydrogenation of a variety of amidoacrylic acids and esters provided chiral amino acid derivatives with excellent enantioselectivities (up to 99% e.e. and quantitative yields). (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6803 / 6806
页数:4
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