title: Gold(I)-catalyzed intermolecular addition of carbon nucleophiles to 1,5- and 1,6-enynes.
abstract: Gold(I)-catalyzed addition of carbon nucleophiles to 1,6-enynes gives two different type of products by reaction at the cyclopropane or at the carbene carbons of the intermediate cyclopropyl gold carbenes. The 5-exo-dig cyclization is followed by most 1,6-enynes, although those bearing internal alkynes and alkenes react by the 6-endo-dig pathway. The cyclopropane versus carbene site-selectivity can be controlled in some cases by the ligand on the gold catalyst. In addition to electron-rich arenes and heteroarenes, allylsilanes and 1,3-dicarbonyl compounds can be used as the nucleophiles. In the reaction of 1,5-enynes with carbon nucleophiles, the 5-endo-dig pathway is preferred.
authors.affiliation: Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans 16, 43007 Tarragona, Spain.
authors.forename: Catelijne H M
authors.initials: CH
authors.lastname: Amijs
authors.forename: Verónica
authors.initials: V
authors.lastname: López-Carrillo
authors.forename: Mihai
authors.initials: M
authors.lastname: Raducan
authors.forename: Patricia
authors.initials: P
authors.lastname: Pérez-Galán
authors.forename: Catalina
authors.initials: C
authors.lastname: Ferrer
authors.forename: Antonio M
authors.initials: AM
authors.lastname: Echavarren