The Journal of Organic Chemistry · 2010 · 80 citations · 26 references
Natural SciencesChemistryMedicinal ChemistryDrug DiscoveryOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsOrganic SynthesisStereochemical OptimizationHeterocycle FunctionalizationHeterocyclic Medicinal ChemistryHeterocyclic ReactivityMedicinal HeterocyclesMedicinal UsesMicrowave HeatingX-ray Diffraction AnalysisX-ray Spectral Analysis
A novel four-component domino reaction has been discovered. The reaction is easy to perform simply by mixing four common reactants and Cs(2)CO(3) in ethylene glycol under microwave heating. The reaction proceeds at fast rates and can be finished within 15-24 min, which makes workup convenient. Four stereogenic centers with one quaternary carbon-amino function have been controlled completely. The stereochemistry has been unequivocally determined by X-ray structural analysis. The resulting tricyclo[6.2.2.0(1,6)]dodecane derivatives are of importance for organic and medicinal research.
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