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Intramolecular Reactions of Alkynes with Alkenes Catalyzed by Platinum and Gold

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New Methodologies and Techniques for a Sustainable Organic Chemistry

Part of the book series: NATO Science Series II: Mathematics, Physics and Chemistry ((NAII,volume 246))

Two major pathways are followed in the reaction of alkenes with alkynes catalyzed by electrophilic transition metals. If the metal coordinates the alkyne and the alkene, an oxidative cyclometallation can ensue to give a metallacyclopentene, which usually evolves by β-hydrogen elimination (Alder-ene cycloisomerization). Alternatively, the selective coordination of the metal to the alkyne promotes an attack of the alkene (usually anti) to give cyclopropyl metal carbenes.

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Authors and Affiliations

  1. Institute of Chemical Research of Catalonia, 43007, Tarragona, Spain

    Antonio M. Echavarren, Cristina Nevado, Cristina Nieto-Oberhuber, M. Paz Muñoz & Salomé López

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  1. Antonio M. Echavarren
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  2. Cristina Nevado
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Editors and Affiliations

  1. Istituto di Chimica dei Composti Organometallici-CNR, 50019, Firenze, Italy

    Alessandro Mordini

  2. Research Group for Organic Chemical Technology, Budapest University of Technology and Economics, H-1521, Budapest, Hungary

    Ferenc Faigl

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Echavarren, A.M., Nevado, C., Nieto-Oberhuber, C., Muñoz, M.P., López, S. (2008). Intramolecular Reactions of Alkynes with Alkenes Catalyzed by Platinum and Gold. In: Mordini, A., Faigl, F. (eds) New Methodologies and Techniques for a Sustainable Organic Chemistry. NATO Science Series II: Mathematics, Physics and Chemistry, vol 246. Springer, Dordrecht. https://doi.org/10.1007/978-1-4020-6793-8_5

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