Highly stereoselective ring-opening addition of terminal acetylenes to bicyclic olefins catalyzed by nickel complexes.
[reaction: see text] Treatment of 7-oxa- and 7-azabenzonorbornadienes with terminal acetylenes in the presence of Ni(dppe)Cl2, ZnCl2, and Zn powder in toluene at 90 degrees C afforded the corresponding cis-2-alkynyl-1,2-dihydronaphthalene derivatives in moderate to excellent yields with remarkably high stereoselectivity.
Rayabarapu
Dinesh Kumar
DK
Department of Chemistry, Tsing Hua University, Hsinchu, Taiwan 300, Republic of China.
Chiou
Chii-Feng
CF
Cheng
Chien-Hong
CH