Organic Letters · 2009 · 40 citations · 36 references
Chiral Iridium CatalystNovel OrganocatalystsCatalytic Oxidative DesymmetrizationIr-catalyzed Oxidative DesymmetrizationEngineeringCyclic DiolsOrganic ChemistryOrganometallic CatalysisCatalysisStereoselective SynthesisChemistryRedox ChemistryMolecular CatalysisAsymmetric CatalysisEnantioselective SynthesisBiomolecular Engineering
The catalytic oxidative desymmetrization of meso-diols was realized using a chiral iridium catalyst. In particular, the reaction is effective for the cyclic diols to give the corresponding hydroxy ketones in high chemical yields with high ee's. With this reaction as a key step, a short-step synthesis of common intermediate of ottelione and scyphostatin was achieved.
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