The modulation of face-face π-π interactions in Lewis acid catalysis

被引:4
|
作者
Harris, LD [1 ]
Jenkins, RL [1 ]
Tomkinson, NCO [1 ]
机构
[1] Cardiff Univ, Sch Chem, Cardiff CF10 3TB, S Glam, Wales
基金
英国工程与自然科学研究理事会;
关键词
Lewis acids; Diels-Alder reaction; pi-pi interactions;
D O I
10.1016/j.tetlet.2005.01.086
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The enantiomeric excess observed for the exo-adduct from the Lewis acid catalysed Diels-Alder reaction between cyclopentadiene and niethacrolein can be increased Lip to 21%, by simple modification of the electronics of the aromatic ring in a series of stilbene-derived diol ligands, suggesting that the proposed face-face pi-pi interaction between the catalyst and the dienophile can be modulated by altering the electron density on the aromatic ring. (C) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1627 / 1629
页数:3
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