Chemical Communications · 2013 · 21 citations · 39 references
Natural SciencesChemistryCatalysisCatalytic MechanismsChemical BondingHeterocyclic ChemistryMolecular BondingReaction Mechanisms[4+2] CycloadditionAlkyne Coupling ReactionsAlkyne Cycloaddition ReactionsBond Formation MechanismsEnyne CyclizationRing-forming ReactionsStrain-promoted Cyclooctyne Chemistry
A C-C bond migration event during the cycloisomerization of 1,6-enynes is described. Two different catalytic systems, iridium- or platinum-based, are able to induce this process. Alkyl migrations of larger rings and acyclic groups indicate that the reaction is not fully driven by the release of ring strain.
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