Construction of New Chiral Skeletons Using by Catalytic Cycloaddition

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Transition metal catalyzed-reactions realize efficient and useful synthetic transformations. In particular, transition metals with chiral ligands can induce high enantioselectivity, and various types of chiral skeletons can be synthesized. I have focused on the development of chiral transition metal-catalyzed cycloadditions in this project. For example, consecutive inter- and intramolecular [2+2+2] cycloadditions of two o-phenylene-tethered triynes provided highly enantioselective synthesis of chiral substituted tetraphenylenes. The present protocol is a new and facile approach to the construction of chiral tetraphenylene skeleton. We also reported the enantioselective synthesis of the tripodal cage-type compounds with planar chirality. Intramolecular [2+2+2] cycloaddition of branched triynes, where diyne and alkyne moieties were connected by 2-aminophenol linkage, gave tripodal cyclophanes with almost perfect enantioselectivity.