Synthesis of new chiral monodentate phosphines and their use in asymmetric hydrogenation

被引：89

作者：

Junge, K

Oehme, G

Monsees, A

Riermeier, T

Dingerdissen, U

Beller, M

机构：

[1] Univ Rostock, Inst Organ katalyseforsch, D-18055 Rostock, Germany

[2] Degussa AG, Projecthouse Catalysis, D-65296 Frankfurt, Germany

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 28期

关键词：

chiral P ligands; asymmetric hydrogenation; rhodium;

D O I：

10.1016/S0040-4039(02)00943-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general synthesis of chiral 4,5-dihydro-3H-dinaphthophosphepines 1a-g is described. The resulting ligands represent a new class of monodentate chiral phosphines. First applications of 1a-g in the rhodium-catalyzed asymmetric hydrogenation of unsaturated carboxylic acid derivatives demonstrate the usefulness of our ligands. Enantioselectivities up to 95% ee for the hydrogenation of methyl alpha-acetamidocinnamate were obtained in the presence of 1d. This result represents one of the highest enantioselectivities reported for asymmetric hydrogenation in the presence of monodentate phosphines. (C) 2002 Elsevier Science Ltd. All rights reserved.

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页码：4977 / 4980

页数：4

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