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P-Chirogenic Diaminophosphine Oxide: A New Class of Chiral Phosphorus Ligands for Asymmetric Catalysis
125
Citations
17
References
2004
Year
Inorganic ChemistryChemical EngineeringNovel OrganocatalystsEngineeringNovel P-chirogenic DiaminophosphinePd Complex 9Chiral Phosphorus LigandsOrganic ChemistryNew ClassPd MetalCatalysisStereoselective SynthesisChemistryOrganometallic CatalysisP-chirogenic Diaminophosphine OxideAsymmetric CatalysisEnantioselective SynthesisBiomolecular Engineering
We successfully synthesized a novel P-chirogenic diaminophosphine oxide 4, which was applied to catalytic enantioselective construction of quaternary carbon centers using Pd-catalyzed asymmetric allylic substitution with various beta-keto esters (up to 99% yield, 94% ee). Preliminary mechanistic studies indicated that two molecules of 8 coordinate to the Pd metal in a monodentate fashion, resulting in the formation of Pd complex 9 (Pd:8 = 1:2), which functions as the active species.
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