title: Synthesis of fused carbocycles via a selective 6-endo dig gold(I)-catalyzed carbocyclization.
abstract: A gold-catalyzed synthesis of fused carbocycles via a regioselective 6-endo dig process is reported. The selectivity can be modulated by the steric and electronic properties of gold(I) complexes. The ligands can influence the pathway selectivity for the first bond formation rather than through a common intermediate generated after an initial bond formation. This gold(I)-catalyzed transformation provides access to synthetically useful carbocyclic motifs that are found in numerous diterpenoid natural products.
authors.affiliation: Centre for Catalysis Research and Innovation, Department of Chemistry, 10 Marie Curie, University of Ottawa, Ottawa, Canada, K1N 6N5.
authors.forename: Francis
authors.initials: F
authors.lastname: Barabé
authors.forename: Patrick
authors.initials: P
authors.lastname: Levesque
authors.forename: Ilia
authors.initials: I
authors.lastname: Korobkov
authors.forename: Louis
authors.initials: L
authors.lastname: Barriault
mesh_terms: D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D006046:Gold / Q000737:chemistry*; D006844:Hydrocarbons, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D004224:Diterpenes; D006844:Hydrocarbons, Cyclic; D006046:Gold