Theoretical and experimental determination of the effects governing the transannular Diels-Alder reaction of trans-trans-cis systems with or without activation of the dienophile

被引：9
|
作者：
Fortin, S [1 ]
Barriault, L [1 ]
Dory, YL [1 ]
Deslongchamps, P [1 ]
机构：
[1] Univ Sherbrooke, Inst Pharmacol, Dept Chim, Sherbrooke, PQ J1H 5N4, Canada
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2001年 / 123卷 / 34期
关键词：
D O I：
10.1021/ja0109491
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A thorough study of the transannular Diels-Alder (TADA) reaction of trans-trans-cis macrocyclic trienes was carried out. It led to a better understanding of various parameters that govern the TADA reaction in particular and the Diels-Alder reaction in general. Thus, carbonyl activation of the dienophile and substitution of the diene are discussed, as well as the presence of substituents on the macrocycle and their respective effects at the transition-state level.
引用
收藏
页码：8210 / 8216
页数：7
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