Journal of the American Chemical Society · 2005 · 561 citations · 18 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryAlkyne ComplexesCoordination ChemistryHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic Compounds[4+2] CycloadditionAlkyne Complex CatalysisAlkyne Cycloaddition ReactionsEnyne CyclizationPhosphine ReactivityRing-forming ReactionsTransition-metal-catalyzed Heterocycle Synthesis
New Au(I) complexes with bulky, biphenyl phosphines are the most reactive catalysts for the cyclizations of enynes. 1,6-Enynes with an aryl ring at the alkyne give 2,3,9,9a-tetrahydro-1H-cyclopenta[b]naphthalenes by a 5-exo-dig cyclization followed by a Nazarov-type ring expansion. 1,8-Dien-3-ynes also cyclize by a 5-exo-dig pathway to form hydrindanes.
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