Nickel-catalyzed intermolecular [3 + 2 + 2] cocyclization of ethyl cyclopropylideneacetate and alkynes. Synthesis of seven-membered carbocycles |
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| Authors: | Saito Shinichi Komagawa Shinsuke Azumaya Isao Masuda Manami |
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| Affiliation: | Department of Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku, Tokyo, Japan. ssaito@rs.kagu.tus.ac.jp |
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| Abstract: | The [3 + 2 + 2] cocyclization of ethyl cyclopropylideneacetate (1a) and various alkynes proceeded smoothly in the presence of Ni(cod)2-PPh3. The cycloheptadiene derivatives were synthesized in highly selective manners. The unique reactivity of 1a was essential for the progress of the reaction. The observed regioselectivity of the product formation and the mechanism of the reaction are discussed. |
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