Nickel-catalyzed cyclizations of alkynyl enones and alkynyl enals*
John Montgomery, Kande K. D. Amarasinghe, Sanjoy K. Chowdhury, Eric
Oblinger, Jeongbeob Seo, and Alexey V. Savchenko
Department of Chemistry, Wayne State University, Detroit,
MI 48202-3489, USA
Abstract: 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.
*Lecture presented at the 11th IUPAC International
Symposium on Organometallic Chemistry Directed Towards Organic Synthesis
(OMCOS-11), Taipei, Taiwan, 22-26 July 2001. Other presentations are
presented in this issue, pp.1-186.
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