A Pd-Catalyzed Annulation Strategy to Linearly Fused Functionalized N-Heterocycles

Linearly fused polycyclic piperidines represent common substructures in natural products and biologically active small molecules. We have devised a Pd-catalyzed annulation strategy to these compounds that converts readily available 2-tetralones and indanones into these scaffolds with the potential for control of both enantio- and diastereoselectivity. Importantly, these compounds can be chemoselectively functionalized, providing an efficient and robust methodology to these important nitrogen-containing molecules. We report a stereoselective Pd-catalyzed annulation strategy to linearly fused polycyclic piperidines from readily available substrates. These products can be chemoselectively functionalized to generate analogs that represent common substructures in bioactive compounds. image