Enantioselective copper-catalyzed conjugate addition to trisubstituted cyclohexenones: Construction of stereogenic quaternary centers

被引：188

作者：

d'Augustin, M ^{[1
]}

Palais, L ^{[1
]}

Alexakis, A ^{[1
]}

机构：

[1] Univ Geneva, Dept Chim Organ, CH-1211 Geneva 4, Switzerland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 09期

关键词：

aluminum; asymmetric catalysis; conjugate addition; enones; phosphoramidite ligands;

D O I：

10.1002/anie.200462137

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Trimethyl- and triethylaluminum undergo enantioselective conjugate addition to 3-and 2-substituted cyclohexenones in the presence of catalytic amounts of a Cu salt and a phosphoramidite ligand L* (see scheme). Thus, chiral quaternary centers can be built with up to 96.6% ee. Functionalized enones lead to bicyclic structures by a subsequent aldol reaction. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：1376 / 1378

页数：3

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