Stereochemistry of the [2+4] cycloaddition of cyclopentyne

被引:8
作者
Gilbert, JC
Hou, DR
机构
[1] Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
[2] Natl Cent Univ, Dept Chem, Taoyuan 320, Taiwan
关键词
cyclopentyne; Diels-Alder reaction; stereochemistry; orbital symmetry;
D O I
10.1016/j.tet.2003.11.003
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The [2+4] cycloaddition of cyclopentyne with a pair of diastereomeric 1,3-dienes is found to occur with high stereoselectivity. The results support the applicability of the principles of orbital symmetry even in the case of this exceedingly reactive dienophile. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:469 / 474
页数:6
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