Synthesis of Diquinanes from Butadiene and N,N-Dimethylallylamine via Palladium-Catalyzed Processes.

Functionalized bicyclo[3.3.0]oct-3-en-2-ones have been prepared using palladium-catalyzed telomerization of 1,3-butadiene and N,N-dimethylallylamine and palladium-catalyzed oxidative cyclization of the resulting 1,5-diene system as the key steps. The annulation affording the bicyclic skeleton was achieved by intramolecular palladium-catalyzed allylation.