Publication | Closed Access
Enantioselective Oxidative Gold Catalysis Enabled by a Designed Chiral P,N‐Bidentate Ligand
36
Citations
69
References
2014
Year
Chemical EngineeringEngineeringTriscoordinated Gold CenterCarbene IntermediateOrganic ChemistryN‐bidentate LigandCatalysisHomogeneous CatalysisChemistryOrganometallic CatalysisAsymmetric CatalysisEnantioselective SynthesisBiomolecular EngineeringChiral P
Abstract A newly developed P,N‐bidentate ligand enables enantioselective intramolecular cyclopropanation by a reactive α‐oxo gold carbene intermediate generated in situ. The ligand design is based on our previously proposed structure (with a well‐organized triscoordinated gold center) of the carbene intermediate in the presence of a P,N‐bidentate ligand. A C 2 ‐symmetric piperidine ring was incorporated in the ligand as the nitrogen‐containing moiety. A range of racemic transformations of α‐oxo gold carbene intermediates have been developed recently, and this new class of chiral ligands could enable their modification for asymmetric synthesis, as demonstrated in this study.
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