LEWIS ACID REVERSAL OF THE TORQUOSELECTIVITY OF THE ELECTROCYCLIC RING-OPENING OF 3-ACETYLCYCLOBUTENE

被引:31
作者
NIWAYAMA, S [1 ]
HOUK, KN [1 ]
机构
[1] UNIV CALIF LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90024
关键词
D O I
10.1016/S0040-4039(00)91766-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Thermolysis of 3-acetylcyclobutene resulted in a mixture of E-and Z-dienes, favoring slightly the E-diene, in accord with theoretical prediction. This preference was reversed by the Lewis acid, ZnI2, also predicted by ab initio calculations on a model system.
引用
收藏
页码:1251 / 1254
页数:4
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