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
来源：
TETRAHEDRON LETTERS | 2005年 / 46卷 / 10期
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.
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页码：1627 / 1629
页数：3
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