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Title

Unveiling the reactivity of propargylic hydroperoxides under gold catalysis

AuthorsAlcaide, Benito ; Almendros, Pedro ; Quirós, M. Teresa; López, Ramón; Menéndez, María I.; Sochacka-Cwikla, Alesandra
Issue Date2013
PublisherAmerican Chemical Society
CitationJournal of the American Chemical Society 135: 898- 905 (2013)
AbstractControlled 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 18O-labeling experiments were performed to obtain an insight into various aspects of the controlled reactivity of propargylic hydroperoxides with external nucleophiles under gold catalysis. © 2012 American Chemical Society.
URIhttp://hdl.handle.net/10261/80974
DOI10.1021/ja3108966
Identifiersdoi: 10.1021/ja3108966
issn: 0002-7863
e-issn: 1520-5126
Appears in Collections:(IQOG) Artículos
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