Polyfunctional bicyclo[6.3.0]undecane intermediates

Alan P. Chorlton, Gareth A. Morris, James K. Sutherland

    Research output: Contribution to journalArticlepeer-review


    On thermolysis, 2-hydroxy-1-isopropyl-2-vinylbicyclo[4.3.0]non-6-en-8-one 18 undergoes oxy-Cope rearrangement followed by an 'ene' reaction to give 5-hydroxy-11-isopropyl-8-methyltricyclo-[,5]undec-10-ene-9- one 21, which is cleaved by Pb(OAc)4-I2 to 11-isopropyl-8-methylbicyclo-[6.3.0]undeca-1,10-diene-5,9-dione 23. Aspects of the chemistry of the dione are explored.
    Original languageEnglish
    Pages (from-to)1205-1210
    Number of pages5
    JournalJournal of the Chemical Society. Perkin Transactions 1
    Issue number5
    Publication statusPublished - 1991


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