A Cyclopropyl Group Shows Reverse Facial Selectivity Depending on the Bicyclic Ring System
作者:Motonori Tsuji、Tomohiko Ohwada、Koichi Shudo
DOI:10.1016/s0040-4039(97)01567-0
日期:1997.9
We describe a reverse perturbation effect of a cyclopropyl group on facial selectivities in two bicyclic systems, bicyclo[2.2.2]octane and norbornane (bicyclo[2.2.1]heptane). In terms of facial selective behavior, the cyclopropyl group embedded in the bicyclo[2.2.2]octene seems to be equivalent to a substitution of an electron-withdrawing group, although this is in sharp contrast to the conventional
The adducts of diphenyl ketene and various ω-methylene polycyclic compounds are described. The rate of their formation shows no correlation with the IP of the reacting bond.