The Journal of Organic Chemistry · 2010 · 69 citations · 28 references
Natural SciencesChemistryBiocatalysisCatalysisOrganic ChemistryCoordination ChemistryHeterocycle SynthesisHeterocyclic ChemistryReaction MechanismsBicyclononyne ChemistryMild Reaction ConditionsNucleophilic CatalysisNucleophilic ReactivityOrganic SubstratesRing-forming ReactionsTandem CatalysisTandem Reactions
Investigations on gold-catalyzed tandem cyclization reactions of 1,6-diynes, tethered to nucleophilic functionalities such as amine, carboxylic acid, amide, and sulfonamide, are reported. The ability of such substrates to undergo tandem cyclization, triggered by internal nucleophiles, has been examined. Depending on the substrate, the catalytic system, and reaction conditions, different regioisomers of monocyclic and bridged bicyclic products were obtained.
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