Publication | Open Access
An N-Linked Bidentate Phosphoramidite Ligand (N-Me-BIPAM) for Rhodium-Catalyzed Asymmetric 1,4-Addition of Arylboronic Acids to α,β-Unsaturated Ketones
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2012
Year
Arylboronic AcidsAsymmetric CatalysisCross-coupling ReactionEngineeringNatural SciencesDiversity-oriented SynthesisNew Bidentate PhosphoramiditeOrganic ChemistryOrganometallic CatalysisCatalysisSynthetic ChemistryChemistryRhodium-catalyzed Asymmetric 1,4-AdditionN-linked Binolβ-Unsaturated KetonesEnantioselective SynthesisBiomolecular Engineering
A new bidentate phosphoramidite (N-Me-BIPAM) based on Shibasaki's N-linked BINOL was synthesized. This ligand appears to be highly effective for rhodium-catalyzed asymmetric conjugated addition of arylboronic acids to α,β-unsaturated enones. The reaction of ortho-substituted arylboronic acid with acyclic and cyclic enones provides the corresponding products in good yields and enantioselectivities.
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