(N-Heterocyclic Carbene)Gold(I)-Catalyzed Cycloisomerization of Cyclohexadienyl Alkynes to Tetracyclo[3.3.0.02,8.04,6]octanes†
Soo Min Kim
Intelligent Textile System Research Center, Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-747, Korea, Fax: (+82) 2-889-0310
Search for more papers by this authorJi Hoon Park
Intelligent Textile System Research Center, Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-747, Korea, Fax: (+82) 2-889-0310
Search for more papers by this authorSoo Young Choi
Intelligent Textile System Research Center, Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-747, Korea, Fax: (+82) 2-889-0310
Search for more papers by this authorYoung Keun Chung Prof.
Intelligent Textile System Research Center, Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-747, Korea, Fax: (+82) 2-889-0310
Search for more papers by this authorSoo Min Kim
Intelligent Textile System Research Center, Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-747, Korea, Fax: (+82) 2-889-0310
Search for more papers by this authorJi Hoon Park
Intelligent Textile System Research Center, Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-747, Korea, Fax: (+82) 2-889-0310
Search for more papers by this authorSoo Young Choi
Intelligent Textile System Research Center, Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-747, Korea, Fax: (+82) 2-889-0310
Search for more papers by this authorYoung Keun Chung Prof.
Intelligent Textile System Research Center, Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-747, Korea, Fax: (+82) 2-889-0310
Search for more papers by this authorThis 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.
Graphical Abstract
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.
Supporting Information
Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2007/z702028_s.pdf or from the author.
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