Substrates that possess an a,b-unsaturated carbonyl tethered to an alkyne have been utilized in a variety of nickel-catalyzed processes. Depending on ligand structure, reagent structure, reaction conditions, and workup conditions, several different monocyclic and bicyclic ring systems may be accessed from a common substrate. Evidence for a nickel metallacycle as a common intermediate is provided.
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Montgomery et al. (2002) studied this question.