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Enantioselective α-Oxytosylation of Ketones Catalysed by Iodoarenes
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2007
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Chemical EngineeringNovel OrganocatalystsEngineeringModest EnantioselectivityOrganic ChemistryHypervalent Iodine ReagentsCatalysisUseful Synthetic IntermediatesChemistryAsymmetric CatalysisEnantioselective α-OxytosylationEnantioselective SynthesisCatalytic Synthesis
The α-oxytosylation of ketones catalysed by enantioenriched iodoarenes using mCPBA as stoichiometric oxidant is reported to give useful synthetic intermediates in good yield and modest enantioselectivity. We believe this to be the first report of an enantioselective catalytic reaction involving hypervalent iodine reagents which should open up a new field for enantioselective organocatalysis of oxidation reactions.