[3+2] Cycloaddition Reaction of Cyclopropyl Ketones with Alkynes Catalyzed by Nickel/Dimethylaluminum Chloride

Authors

  • Takashi Tamaki,

    1. Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871 (Japan)
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  • Dr. Masato Ohashi,

    1. Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871 (Japan)
    2. Center for Atomic and Molecular Technologies, Osaka University, Suita, Osaka 565-0871 (Japan)
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  • Prof. Sensuke Ogoshi

    Corresponding author
    1. Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871 (Japan)
    • Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871 (Japan)
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  • This work was supported by the Grants-in-Aid for Scientific Research (No. 21245028) and “Molecular Activation Directed toward Straightforward Synthesis (No. 23105546) from MEXT. T.T. expresses his special thanks for the research fellowships for young scientists from the Japan Society for the Promotion of Science (JSPS) and the Global COE Program ”Global Education and Research Center for Bio-Environmental Chemistry“ of Osaka University.

Abstract

original image

Al aktiviert, Cl stabilisiert: In der Titelreaktion aktiviert das Organoaluminiumreagens die Carbonylgruppe des Cyclopropylketons, indem es über das Aluminiumatom an deren Sauerstoffatom koordiniert. Außerdem stabilisiert es eine Zwischenstufe der Reaktion durch Koordination von Chlorid an das Nickelzentrum. cod=1,5-Cyclooctadien, THF=Tetrahydrofuran.

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