Unexpected enhancement of enantioselectivity in copper(II) catalyzed conjugate addition of diethylzinc to cyclic enones with novel TADDOL phosphorus amidite ligands

被引：113

作者：

Keller, E

Maurer, J

Naasz, R

Schader, T

Meetsma, A

Feringa, BL

机构：

[1] Univ Groningen, Dept Organ & Mol Inorgan Chem, NL-9747 AG Groningen, Netherlands

[2] Univ Dusseldorf, Inst Organ Chem & Makromol Chem, D-40225 Dusseldorf, Germany

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 14期

关键词：

D O I：

10.1016/S0957-4166(98)00240-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The copper(II) catalyzed enantioselective 1,4-addition reactions of diethylzinc to cyclic enones in the presence of novel phosphorus amidite ligands, easily prepared from alpha,alpha,alpha',alpha'-tetraphenyl-2,2'-dimethyl-1,3-dioxolane-4,5-dimethanol (TADDOL) derivatives, resulted in e.e.s up to 71% for cyclohexenone and up to 62% for cyclopentenone. A remarkable enhancement of enantioselectivity was observed upon the addition of powdered molecular sieves to the reaction mixture. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：2409 / 2413

页数：5

共 24 条

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