Organic Letters · 2006 · 66 citations · 29 references
Natural SciencesChemistryCatalysisOrganic ChemistryAddition ReactionsCatalytic MechanismsHeterocyclic ChemistryHeterocyclic CompoundsOrganic SynthesisReaction MechanismsAlkyne ActivationAlkyne Coupling ReactionsAlkyne Cycloaddition ReactionsAlkyne FunctionalizationBicyclononyne ChemistryHeterocycle Functionalization
Herrmann-Beller (H-B) phosphapalladacycle selectively catalyzed the addition of terminal alkynes across one double bond of norbornadiene to afford exo-5-alkynyl-bicyclo[2.2.1]hept-2-enes. The reaction shows general applicability to various functionalized alkynes and bicyclo[2.2.1]hepta-2,5-dienes. Insights into the mechanism of this reaction are discussed.
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