Palladium-Catalyzed Tandem Assembly of Norbornene, Vinylic Halides, and Cyanide Nucleophile Leading to cis-exo-2,3-Disubstituted Norbornanes

Torii, S.; Okumoto, H.; Ozaki, H.; Nakayasu, S.; Kotani, T. Tetrahedron Lett. 1990, 31, 5319.

Three components, i.e., norbornene, 1-alkenyl or aryl halide, and cyanide nucleophile, were assembled with palladium catalyst (Pd(OAc)₂/PPh₃) in DMF at 80 ｡C to obtain stereoselectively cis-exo-2-cyano-3-alkenyl- or arylnorbornanes, which may be prominent intermediates for the currently attractive PGH analogues.