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Regioselective and Enantioselective Metallation of A Tricarbonyl(η6-arene)chromium Complex Derived from 1,3-Dihydroisobenzofuran
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1996
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Inorganic ChemistryChemical EngineeringEngineeringCoordination ComplexEnantioselective MetallationLithium Amide BasesOrganic ChemistryOrganometallic CatalysisMolecular ComplexChemistryBenzylic PositionChromium Complex DerivedA TricarbonylChiral LithiumDerivative (Chemistry)Enantioselective SynthesisBiomolecular Engineering
The tricarbonyl(η6-arene)chromium complex derived from 1,3-dihydroisobenzofuran (phthalan) can be converted into chiral non-racemic derivatives, in up to 80% ee, via asymmetric deprotonation at the benzylic position using a chiral lithium amide base. Unexpectedly, different alkyllithium and lithium amide bases showed contrasting regioselectivities in deprotonation of the phthalan complex at either the benzylic or ortho positions.