Intramolecular cyclopropanation reaction of furanyl diazo ketones

A Padwa, TJ Wisnieff, EJ Walsh

文献索引：Padwa, Albert; Wisnieff, Thomas J.; Walsh, Edward J. Journal of Organic Chemistry, 1989 , vol. 54, # 2 p. 299 - 308

全文：HTML全文

被引用次数: 44

摘要

a-Diazo ketones derived from furanyl-and benzofuranylpropionic acids were prepared, and their rhodium (I1) acetate catalyzed behavior was studied. The results are consistent with a mechanism in which the key step involves addition of a keto carbenoid intermediate on to the furanyl*-bond followed by an electrocyclic ring-opening reaction. In the case of the benzo-substituted furanyl system, the suspected bicyclic intermediate was isolated in high ...