Publication | Open Access
Intermolecular Dynamic Kinetic Resolution Cooperatively Catalyzed by an N‐Heterocyclic Carbene and a Lewis Acid
116
Citations
59
References
2014
Year
N‐heterocyclic CarbeneEngineeringHeterocyclicLewis AcidNatural SciencesDiversity-oriented SynthesisOrganic ChemistryNew MethodsCatalysisStereoselective SynthesisChemistryMolecular CatalysisAsymmetric CatalysisUbiquitous StructureEnantioselective SynthesisBiomolecular Engineering
Abstract The ubiquitous structure of δ‐lactones makes the development of new methods for their enantioselective and stereoselective synthesis an important ongoing challenge. The intermolecular dynamic kinetic resolution (DKR) of β‐halo‐α‐ketoesters cooperatively catalyzed by an N‐heterocyclic carbene and a Lewis acid generates two contiguous stereocenters with remarkable diastereoselectivity through an oxidation/lactonization sequence.
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