Gold(I)-catalyzed intramolecular cyclopropanation of dienynes |
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Authors: | Nieto-Oberhuber Cristina López Salomé Muñoz M Paz Jiménez-Núñez Eloísa Buñuel Elena Cárdenas Diego J Echavarren Antonio M |
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Institution: | Institute of Chemical Research of Catalonia (ICIQ), Av. Pa?sos Catalans 16, 43007 Tarragona, Spain. |
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Abstract: | Gold(I) complexes are the most active catalysts for the biscyclopropanation of dienynes to form tetracyclic compounds. PtII and ZnII are also able to promote the biscyclopropanation, although less efficiently. The configurations obtained in all cases with the use of gold(I) catalysts can be explained by the pathway proceeding through anti cyclopropyl gold carbenes. Similar intermediates are most probably involved in reactions catalyzed by RuII and PtII. Two different cyclopropanation pathways have been found; they depend on the structures of the cyclopropyl gold carbenes (anti or syn) and the relative arrangements of the metal carbenes and the alkenes. |
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Keywords: | alkynes cyclization density functional calculations gold platinum zinc |
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