Synthesis of chiral monodentate binaphthophosphepine ligands and their application in asymmetric hydrogenations

被引：49

作者：

Junge, K

Hagemann, B

Enthaler, S

Spannenberg, A

Michalik, M

Oehme, G

Monsees, A

Riermeier, T

Beller, M

机构：

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

[2] Degussa Homogeneous Catalysis, D-65296 Frankfurt, Germany

来源：

TETRAHEDRON-ASYMMETRY | 2004年 / 15卷 / 17期

关键词：

D O I：

10.1016/j.tetasy.2004.07.022

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A general synthesis of chiral monodentate 4,5-dihydro-3H-dinaphthophosphepines 4 and a detailed study of the catalytic performance of the resulting ligands 4a-n in benchmark hydrogenation reactions is presented. Hydrogenation of methyl alpha-acetamidocinnamate 11 and methyl alpha-acetamidoacrylate 13 proceeded with enantioselectivities up to 95% and 94%, respectively. The best enantioselectivity for the rhodium-catalyzed hydrogenation of dimethyl itaconate 15 was 88%. (C) 2004 Elsevier Ltd. All rights reserved.

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页码：2621 / 2631

页数：11

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