Synthesis of (-)-(4R,5R)-4,5-bis[di-3′-(2′,6′-dimethoxypyridyl)phosphinomethyl]-2,2-dimethyl-1,3-dioxolane and its application in the Rh-catalyzed asymmetric hydrogenation reactions

被引：30

作者：

Hu, WH

Chen, CC

Xue, GP

Chan, ASC ^{[1
]}

机构：

[1] Hong Kong Polytech Univ, Union Lab Asymmetr Synth, Hong Kong, Peoples R China

[2] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Hong Kong, Peoples R China

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 23期

关键词：

D O I：

10.1016/S0957-4166(98)00457-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The chiral ligand (-)-(4R,5R)-4,5-bis[di-3'-(2',6'-dimethoxypyridyl)phosphinomethyl]-2, 2-dimethyl-1,3-dioxolane 3 [(R,R)-Py*-DIOP] was synthesized via a key intermediate bis[3-(2,6-dimethoxypyridyl)]phosphine-borane 9. The asymmetric hydrogenation of prochiral olefins was investigated using a rhodium catalyst containing 3. For the hydrogenation of amidoacrylic acids, enols and itaconic acid, while the enantioselectivity of [Rh-(R,R)-Py*-DIOP] was similar to that of [Rh-(R,R)-DIOP] the absolute configurations of the products from the two catalyst systems were found to be opposite. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：4183 / 4192

页数：10

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