Quinox, a quinoline-type N-oxide, as organocatalyst in the asymmetric allylation of aromatic aldehydes with allyltrichlorosilanes:: The role of arene-arene interactions

被引：190

作者：

Malkov, AV

Dufková, L

Farrugia, L

Kocovsky, P

机构：

[1] Univ Glasgow, Dept Chem, Glasgow G12 8QQ, Lanark, Scotland

[2] Charles Univ Prague, Dept Organ Chem, Prague 12840 2, Czech Republic

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2003年 / 42卷 / 31期

关键词：

allylation; arenes; asymmetric catalysis; O ligands; organocatalysis;

D O I：

10.1002/anie.200351737

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The allylation of aromatic aldehydes with allyltrichlorosilanes can be catalyzed by the new Lewis basic organocatalyst quinox with high enantioselectivity for electron-poor aldehydes and low for their electron-rich congeners (see scheme). This behavior suggests an arene-arene interaction of the electron-rich catalyst with the incoming aldehyde as the main factor determining the enantiofacial selectivity.

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页码：3674 / 3677

页数：4

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