A COMPARISON OF THE ENE REACTIONS OF SINGLET OXYGEN AND TRIAZOLINEDIONES WITH ALKYL SUBSTITUTED TETRAMETHYLETHYLENES

被引:21
作者
CLENNAN, EL
KOOLA, JJ
OOLMAN, KA
机构
[1] Department of Chemistry University of Wyoming, Laramie
关键词
D O I
10.1016/S0040-4039(00)97164-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactions of triazolinediones and singlet oxygen are compared in their reactivity towards a series of tetrasubstituted olefins. The different regiochemistries of these reactions are discussed. © 1990.
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页码:6759 / 6762
页数:4
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