PROPELLANES .50. FURTHER SUPPORT FOR CONTROL BY SECONDARY ORBITAL OVERLAP DURING DIELS-ALDER REACTIONS OF CERTAIN PROPELLANES

被引：15

作者：

KAFTORY, M

PELED, M

GINSBURG, D

机构：

[1] Department of Chemistry, Israel Institute of Technology, Haifa

来源：

HELVETICA CHIMICA ACTA | 1979年 / 62卷 / 04期

关键词：

D O I：

10.1002/hlca.19790620446

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In contrast to the behavior of 4‐substituted‐1,2, 4‐triazoline‐3, 5‐diones which add to the syn‐face of the cyclohexadiene with respect to the hetero‐ring in propellanes of type 1, dienophiles containing a C, C double bond instead of an N, N double bond add exclusively to the anti‐face of the same substrates. This supports our thesis that these reactions are controlled by secondary orbital interaction between the N, N dienophiles and the hetero‐ring of the substrates, an interaction which cannot exist in the C, C dienophiles. Copyright © 1979 Verlag GmbH & Co. KGaA, Weinheim

引用

页码：1326 / 1329

页数：4