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NiH‐Catalyzed Migratory Defluorinative Olefin Cross‐Coupling: Trifluoromethyl‐Substituted Alkenes as Acceptor Olefins to Form <i>gem</i>‐Difluoroalkenes
145
Citations
75
References
2020
Year
Differentiated OlefinsCross-coupling ReactionNih-catalyzed MigratoryEngineeringAlkene MetathesisFluorous SynthesisMigratory CouplingOrganic ChemistryOrganometallic CatalysisCatalysisChemistryAcceptor OlefinsHalogenationAsymmetric CatalysisBiomolecular Engineering
We report a NiH-catalyzed migratory defluorinative coupling between two electronically differentiated olefins. A broad range of unactivated donor olefins can be joined directly to acceptor olefins containing an electron-deficient trifluoromethyl substituent in both intra- and intermolecular fashion to form gem-difluoroalkenes. This migratory coupling shows both site- and chemoselectivity under mild conditions, with the formation of a tertiary or quaternary carbon center.
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