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  • Title: An efficient method for cyclopentene annulation onto alpha,beta-unsaturated ketones: W(CO)(5)(L)-catalyzed 5-endo-dig cyclization of 6-siloxy-5-en-1-ynes.
    Author: Iwasawa N, Miura T, Kiyota K, Kusama H, Lee K, Lee PH.
    Journal: Org Lett; 2002 Dec 12; 4(25):4463-6. PubMed ID: 12465913.
    Abstract:
    [reaction: see text] A highly efficient method for the cyclopentene annulation onto alpha,beta-unsaturated ketones is described. Indium-mediated 1,4-propargylation onto alpha,beta-unsaturated ketones in the presence of tert-butyldimethylsilyl triflate and dimethyl sulfide gives the 6-siloxy-5-en-1-yne derivatives, which undergo W(CO)(5)(L)-catalyzed 5-endo-dig cyclization to give the corresponding cyclopentene derivatives in good yield.
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