A highly active and selective catalyst system for the Baylis-Hillman reaction

被引:56
作者
You, JS [1 ]
Xu, JH [1 ]
Verkade, JG [1 ]
机构
[1] Iowa State Univ, Dept Chem, Ames, IA 50011 USA
关键词
Baylis-Hillman reaction; heterocycles; Lewis bases; titanium;
D O I
10.1002/anie.200352233
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A key role for sulfur and the potential for Nax→P intrabridgehead interactions are invoked to explain the impressive effect of the cocatalyst (shown in color) in the TiCl4-mediated Baylis-Hillman reaction [Eq. (1)]. Even sterically hindered and electronically deactivated aldehydes such as o-anisaldehyde can be coupled under these conditions. EWG = electron-withdrawing group, RT= room temperature.
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页码:5054 / 5056
页数:3
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