Nickel-Catalyzed [3+2+2] Cycloadditions between Alkynylidenecyclopropanes and Activated Alkenes

Now with nickel: [3C+2C+2C] cycloadditions involving non‐activated alkylidenecyclopropanes provide a practical entry to a variety of interesting 6,7‐fused bicyclic systems (see scheme; cod=1,5‐cyclooctadiene). DFT calculations, combined with experimental data, suggest that the catalytic cycle involv...

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Veröffentlicht in:Angewandte Chemie International Edition 2010-12, Vol.49 (51), p.9886-9890
Hauptverfasser: Saya, Lucía, Bhargava, Gaurav, Navarro, Miguel A., Gulías, Moises, López, Fernando, Fernández, Israel, Castedo, Luis, Mascareñas, José L.
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Sprache:eng
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Zusammenfassung:Now with nickel: [3C+2C+2C] cycloadditions involving non‐activated alkylidenecyclopropanes provide a practical entry to a variety of interesting 6,7‐fused bicyclic systems (see scheme; cod=1,5‐cyclooctadiene). DFT calculations, combined with experimental data, suggest that the catalytic cycle involves the initial formation of 1‐alkylidenenickelacyclobutane intermediates, such as 1.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201004438