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Nickel-catalyzed intramolecular [3 + 2 + 2] cycloadditions of alkylidenecyclopropanes. A straightforward entry to fused 6,7,5-tricyclic systems

AuthorsSaya, Lucía; Fernández, Israel; López, Fernando; Mascareñas, José L.
Issue Date2014
PublisherAmerican Chemical Society
CitationOrganic Letters 16: 5008-5011 (2014)
AbstractA highly diastereo- and chemoselective intramolecular nickel-catalyzed cycloaddition of alkene- and alkyne-tethered alkynylidenecyclopropanes is reported. The method constitutes the first fully intramolecular [3 + 2 + 2] alkylidenecyclopropropane cycloaddition occurring via a proximal cleavage of the cyclopropane and makes it possible to build relevant 6,7,5-tricyclic frameworks in a single-pot reaction. Importantly, the reaction outcome is highly dependent on the characteristics of the nickel ligands.
Identifiersdoi: 10.1021/ol502288x
issn: 1523-7060
e-issn: 1523-7052
Appears in Collections:(IQOG) Artículos
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