Expeditious Synthesis of Tetrasubstituted Helical Alkenes by a Cascade of Palladium-Catalyzed C[BOND]H Activations


  • We gratefully acknowledge the Merck Frosst Center for Therapeutic Research, the Natural Science and Engineering Research Council (NSERC), and the University of Toronto for financial support. H.L. thanks the Ontario Postdoctoral Fellowship for financial support. M.E. thanks NSERC for financial support (CGS-M). We also thank Dr. Alan Lough for X-ray analysis.


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Twisted molecules: A modular approach for the synthesis of tetrasubstituted helical alkenes by a palladium-catalyzed norbornene-mediated domino reaction is presented. This intermolecular domino process allows the formation of three C[BOND]C bonds in one operation through a C[BOND]H activation/carbopalladation/C[BOND]H activation sequence.