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  • Title: Nickel-catalyzed [3 + 2 + 2] cycloaddition of ethyl cyclopropylideneacetate and heteroatom-substituted alkynes: application to selective three-component reaction with 1,3-diynes.
    Author: Yamasaki R, Terashima N, Sotome I, Komagawa S, Saito S.
    Journal: J Org Chem; 2010 Jan 15; 75(2):480-3. PubMed ID: 20014802.
    Abstract:
    Heteroatom-substituted alkynes such as ynol ethers and ynamines turned out to be decent substrates for the Ni-catalyzed [3 + 2 + 2] cocyclization of ethyl cyclopropylideneacetate (1). The three-component cocyclization of 1, 1,3-diynes, and heteroatom-substituted alkynes also proceeded selectively. The study provided an efficient method for the synthesis of heteroatom-substituted cycloheptadiene and related compounds.
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