One-pot asymmetric conjugate addition-trapping of zinc enolates by activated electrophiles

被引：57

作者：

Rathgeb, Xavier ^{[1
]}

March, Sebastien ^{[1
]}

Alexakis, Alexandre ^{[1
]}

机构：

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

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 15期

关键词：

D O I：

10.1021/jo060814j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The copper-catalyzed asymmetric conjugate addition of dialkyl zinc leads to homochiral zinc enolates. These intermediates were trapped in situ with activated allylic electrophiles, without the need of additional palladium catalysis. High trans selectivity (85/15 to 100/0) and excellent enantioselectivities ( up to 99%) could be attained. The functionalized nature of the electrophiles makes the new synthons potential candidates for further elaboration.

引用

页码：5737 / 5742

页数：6

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