New chiral amino-phosphite and phosphite-phosphoroamidite ligands for the copper-catalyzed asymmetric 1,4-addition of diethylzinc to cyclohexenone

被引：28

作者：

Diéguez, M ^{[1
]}

Ruiz, A ^{[1
]}

Claver, C ^{[1
]}

机构：

[1] Univ Rovira & Virgili, Dept Quim Fis & Inorgan, Tarragona 43005, Spain

来源：

TETRAHEDRON-ASYMMETRY | 2001年 / 12卷 / 20期

关键词：

D O I：

10.1016/S0957-4166(01)00512-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

We have designed a series of amino-phosphite and phosphite-phosphoroamidite ligands 1-6 derived from inexpensive D-(+)-xylose, These ligands were screened in the Cu-catalyzed asymmetric 1,4-addition of diethylzinc to cyclohexenone. High reaction rates (TOF > 1200 h(-1)) and moderate enantioselectivities (up to 63% e.e.) were obtained. The results showed that the configuration of the stereogenic carbon atom C(3) at the ligand backbone and the different substituents at the amino group had remarkable effects oil the activity and enantioselectivity. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：2861 / 2866

页数：6

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