期刊
CANADIAN JOURNAL OF CHEMISTRY
卷 92, 期 9, 页码 888-895出版社
CANADIAN SCIENCE PUBLISHING, NRC RESEARCH PRESS
DOI: 10.1139/cjc-2014-0217
关键词
palladium; ring-opening reaction; oxabicyclic alkenes; oxabenzonorbornadiene; catalysis
资金
- Natural Sciences and Engineering Research Council of Canada
The effect of ethyl and methoxycarbonyl substitution on the C-1 position of oxabenzonorbornadienes undergoing palladium-catalyzed nucleophilic ring opening was investigated with a variety of aryl iodide nucleophiles. Electron-withdrawing groups in the C-1 position or on the aryl iodide afforded lower yields and led to aromatization of products. The presence of an electron-donating group in either position provided high yields in all cases. Despite variances in electronic nature, all trials produced a single regioisomeric product resulting from addition of the aryl group to the olefin carbon farthest from the C-1 substituent. Based on these findings, a mechanism has also been proposed.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据