Journal of the American Chemical Society · 2004 · 429 citations · 8 references
Natural SciencesChemistryCatalysisOrganic ChemistryCatalyst DesignCatalyst PreparationCatalytic MaterialsCatalytic MechanismsHeterocyclic ChemistryOrganic SynthesisAlkyne Gold ComplexesBicyclononyne ChemistryTransition-metal-catalyzed Heterocycle Synthesis
The intramolecular addition of beta-ketoesters to unactivated alkynes under neutral conditions and at room temperature is described. The method employs triphenylphosphinegold(I) cation as a catalyst for the formation of exo-methylenecycloalkanes. Both monocyclic and bicyclic cyclopentanes and cyclohexanes can be formed in excellent yields and with good diastereoselectivity.
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