4.7 Article

Gold-Catalyzed Tandem Cyclizations of 1,6-Diynes Triggered by Internal N- and O-Nucleophiles

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 75, Issue 13, Pages 4542-4553

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo100712d

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Funding

  1. Norwegian Research Council

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Investigations on gold-catalyzed tandem cyclization reactions of 1,6-diynes, tethered to nucleophilic functionalities such as amine, carboxylic acid, amide, and sulfonamide, are reported. The ability of such substrates to undergo tandem cyclization, triggered by internal nucleophiles, has been examined. Depending on the substrate, the catalytic system, and reaction conditions, different regioisomers of monocyclic and bridged bicyclic products were obtained.

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