Angewandte Chemie International Edition · 2004 · 268 citations · 36 references
Natural SciencesBiochemistryChemistryCatalysisInorganic ChemistryOrganic ChemistryHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsOrganic SynthesisOrganometallic SynthesisRetrosynthetic AnalysisAlkyne Gold ComplexesHeterocyclic ReactivityRing-forming Reactions
Cyclopentenoid structures including compounds containing vinyl iodide, 1,3-diene, and heterocyclic moieties are obtained through the gold(I)-catalyzed 5-endo-dig addition of β-dicarbonyl compounds to unactivated alkynes under neutral conditions and at room temperature (RT). Both monocyclic and bicyclic cyclopentenes can be formed in excellent yields and with good diastereoselectivity (see scheme).
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Homogeneous gold catalysts and alkynes: A successful liaison
A. Stephen K. Hashmi · Gold bulletin · 2003 · 358 citations · Full text