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Catalytic Asymmetric Synthesis of Aromatic Spiroketals by SpinPhox/Iridium(I)‐Catalyzed Hydrogenation and Spiroketalization of α,α′‐Bis(2‐hydroxyarylidene) Ketones
260
Citations
65
References
2011
Year
Catalytic Asymmetric SynthesisEngineeringOrganic ChemistryChemistryAromatic SpiroketalsChemical EngineeringSpiral POrganometallic CatalysisBiochemistryDual RoleDiversity-oriented SynthesisCatalysisAsymmetric CatalysisEnantioselective SynthesisNatural SciencesCoordination ComplexMolecular ComplexSynthetic ChemistryBisphenolic Ketones
From spiro to spiro: An iridium(I) complex with a spiral P,N ligand (SpinPhox) is highly efficient in the catalytic asymmetric hydrogenation of α,α′-bis(2-hydroxyarylidene) ketones to afford the corresponding aromatic spiroketals in high yields with excellent diastereo- and enantioselectivities (see scheme). The complex plays a dual role in the reaction, acting as catalyst for both the hydrogenation of CC bonds and the subsequent spiroketalization of bisphenolic ketones.
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