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Title: Palladium-catalyzed reactions of cyclohexadienones: regioselective cyclizations triggered by alkyne acetoxylation. Author: Tello-Aburto R, Harned AM. Journal: Org Lett; 2009 Sep 03; 11(17):3998-4000. PubMed ID: 19708708. Abstract: Regioselective cyclizations of alkyne-tethered cyclohexadienones can be accomplished under palladium catalysis. The cyclization involves an initial Pd-mediated acetoxylation of the alkyne, followed by migratory insertion and protonolysis of the resulting palladium enolate. The predictable regioselectivity of these atom-economical and stereoselective reactions is influenced by developing steric interactions during migratory insertion of a vinyl palladium intermediate.[Abstract] [Full Text] [Related] [New Search]