Advanced Synthesis & Catalysis · 2014 · 49 citations · 21 references
Natural SciencesChemistryCatalysisGreen ChemistryOrganic ChemistryCross-coupling ReactionsOrganic SynthesisAldehydesFunctional Group ToleranceOxidative CouplingOxidative Coupling ReactionsOxidative Cross-coupling
Abstract A new transition metal‐free oxidative coupling of unactivated terminal alkenes with aldehydes and hydroperoxides in the presence of 10 mol% potassium tert ‐butanolate ( t‐ BuOK) is described thereby realizing trifunctionalization of alkenes toward 2,3‐epoxy ketones. This method is applicable to a wide range of aldehydes, including aryl and alkyl aldehydes, with excellent functional group tolerance, and provides for the one‐step assembly of 2,3‐epoxy ketones. magnified image
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