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(N-Heterocyclic Carbene)Gold(I)-Catalyzed Cycloisomerization of Cyclohexadienyl Alkynes to Tetracyclo[3.3.0.02,8.04,6]octanes

Authors

  • Soo Min Kim,

    1. Intelligent Textile System Research Center, Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-747, Korea, Fax: (+82) 2-889-0310
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  • Ji Hoon Park,

    1. Intelligent Textile System Research Center, Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-747, Korea, Fax: (+82) 2-889-0310
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  • Soo Young Choi,

    1. Intelligent Textile System Research Center, Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-747, Korea, Fax: (+82) 2-889-0310
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  • Young Keun Chung Prof.

    1. Intelligent Textile System Research Center, Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-747, Korea, Fax: (+82) 2-889-0310
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  • This work was supported by the Korea Research Foundation grant funded by the Korean Government (MOEHRD) (R02-2004-000-10005–0 and KRF-2005-070-C00072) and the SRC/ERC program of MOST/KOSEF (R11-2005-065). S.M.K., J.H.P., and S.Y.C. were supported by Brain Korea 21 Fellowships and Seoul Science Fellowships.

Abstract

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Biscyclopropanation: Dienynes containing a cyclohexadienyl unit can be converted into tetracyclo[3.3.0.02,8.04,6]octanes by treatment with an (N-heterocyclic carbene)gold catalyst. When the dienynes bear an open-chain diene instead of cyclohexadiene, open-cage compounds, with two sides missing from the cage, are obtained.

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