title: Gold(i)-catalyzed addition of carboxylic acids to internal alkynes in aqueous medium.
abstract: We report herein the efficient hydro-oxycarbonylation of symmetrical and unsymmetrical internal alkynes with carboxylic acids in water at 60 °C, employing the catalytic system [AuCl(PPh3)]/AgOAc (5 mol%). This simple and eco-friendly protocol allows for the synthesis of a wide variety of trisubstituted enol esters (37 examples) in high yields and with complete Z-stereoselectivity. The use of microwave irradiation as an alternative energy source has also been evaluated.
authors.affiliation: Laboratorio de Compuestos Organometálicos y Catálisis (Unidad Asociada al CSIC), Centro de Innovación en Química Avanzada (ORFEO-CINQA), Departamento de Química Orgánica e Inorgánica, IUQOEM, Universidad de Oviedo, 33006 Oviedo, Spain. garciagsergio@uniovi.es vcm@uniovi.es.
authors.forename: Pedro J
authors.initials: PJ
authors.lastname: González-Liste
authors.forename: Sergio E
authors.initials: SE
authors.lastname: García-Garrido
authors.forename: Victorio
authors.initials: V
authors.lastname: Cadierno