title: Unveiling the reactivity of propargylic hydroperoxides under gold catalysis.
abstract: Controlled gold-catalyzed reactions of primary and secondary propargylic hydroperoxides with a variety of nucleophiles including alcohols, phenols, 2-hydroxynaphthalene-1,4-dione, and indoles allow the direct and efficient synthesis of β-functionalized ketones. Moreover, the utility of some of the resulting products for the selective preparation of fused polycycles has been demonstrated. In addition, density functional theory (DFT) calculations and (18)O-labeling experiments were performed to obtain an insight into various aspects of the controlled reactivity of propargylic hydroperoxides with external nucleophiles under gold catalysis.
authors.affiliation: Grupo de Lactamas y Heterociclos Bioactivos, Departamento de Química Orgánica I, Unidad Asociada al CSIC, Facultad de Química, Universidad Complutense de Madrid, 28040-Madrid, Spain. alcaideb@quim.ucm.es
authors.forename: Benito
authors.initials: B
authors.lastname: Alcaide
authors.forename: Pedro
authors.initials: P
authors.lastname: Almendros
authors.forename: M Teresa
authors.initials: MT
authors.lastname: Quirós
authors.forename: Ramón
authors.initials: R
authors.lastname: López
authors.forename: María I
authors.initials: MI
authors.lastname: Menéndez
authors.forename: Aleksandra
authors.initials: A
authors.lastname: Sochacka-Ćwikła