Decarboxylative Arylations in Natural Product Synthesis and Transfer Hydrofunctionalizations Using Cyclohexadienes

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In the second project period, the Pd-catalyzed decarboxylative gamma-arylation and other methods developed during the first funding period will be applied to the synthesis of various aryltetralinlignanes. Along with natural product synthesis, one part of project is devoted to methods development. Along those lines, it is planned to use functionalized cyclohexadiene derivatives as reagents in Pd- and Ni-catalyzed alkene transfer hydrofunctionalizations. Besides cyclohexadiene derivatives, N-sulfonylated dihydropyridines will be prepared and studied as transfer hydrofunctionalization reagents in transition-metal catalyzed alkene functionalizations. The nature of the metal and the ligand should allow controlling regiochemistry as well as stereoselectivity of such transformations. In addition, the same proaromatic reagents will also be applied to radical-type transfer hydrofunctionalization reactions.