CollaborativeApproach for Catalyst-Controlled Site-Selective and Enantioselective C-HFunctionalization.
One of the signature challenges of the NSF Center for Chemical Innovationon Selective C-H Functionalization (CCHF) has been the design of catalysts tocontrol site selective C-H functionalization reactions. Dirhodium tetracarboxylates have been veryeffective in this regard because the carboxylate ligands self-assemble oncoordination to the dirhodium to generate high symmetry chiral catalysts ofdefined shape and size. Thispresentation will describe the development of these catalysts and theirutilization in donor/acceptor carbene-induced C-H functionalization. The synthetic utility of this methodology willbe illustrated by various applications to the synthesis of natural products andchiral scaffolds of pharmaceutical interest.
Background References
- H. M. L. Davies and K. Liao, “Dirhodium tetracarboxylates: privileged catalysts for selective intermolecular C-H functionalization” Nature Rev. Chem. 3, 347-360 (2019).
- H. M. L. Davies, “Finding opportunities from surprises and failures. Development of rhodium-stabilized donor/acceptor carbenes and their application to catalyst-controlled C-H functionalization” J. Org. Chem. 84, 12722 (2019).