Organic Letters · 2007 · 144 citations · 15 references
Natural SciencesChemistryGreen ChemistryOrganic ChemistryReaction EngineeringHeterocyclic ChemistryOrganic SynthesisKetone FunctionalizationKetonesMild Reaction ConditionsOrganic Molecule Synthesis
[structure: see text]. The oxidation of selected anions (N3-, SCN-, I-, and Br-) by ceric ammonium nitrate (CAN) in the presence of substituted cyclopropyl alcohols provides a novel approach to beta-functionalized ketones. The protocol has a number of advantages including short reaction times, ease of reagent handling, and mild, neutral reaction conditions. Overall, this method provides an alternative pathway to important starting materials and intermediates in organic synthesis.
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