Ruthenium-Catalyzed Nucleophilic Ring-Opening Reactions of 7-Oxabenzonorbornadienes with Methanol

被引：14
|
作者：
Jack, Kelsey [1 ]
Fatila, Elisabeth [1 ]
Hillis, Colleen [1 ]
Tam, William [1 ]
机构：
[1] Univ Guelph, Dept Chem, Guelph Waterloo Ctr Grad Work Chem & Biochem, Guelph, ON N1G 2W1, Canada
来源：
SYNTHETIC COMMUNICATIONS | 2013年 / 43卷 / 08期
基金：
加拿大自然科学与工程研究理事会;
关键词：
Bicyclic alkenes; catalysis; 7-oxanorbornadienes; ring-opening reactions; ruthenium; PROPARGYLIC ALCOHOLS; BICYCLIC ALKENES;
D O I：
10.1080/00397911.2011.626140
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Ruthenium-catalyzed nucleophilic ring-opening reaction of 7-oxabenzonorbornadienes with methanol was investigated. Among various ruthenium catalysts tested, Cp* Ru (COD)Cl gave the greatest yields in the ring-opening reaction. The reactions were found to be highly stereoselective, giving only the anti-ring-opening products in moderate yields. Both symmetrical and unsymmetrical 7-oxabenzonorbornadienes were employed in the study, and moderate to excellent regioselectivities were observed. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.
引用
收藏
页码：1181 / 1187
页数：7
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