Solvolytic Studies on Methylnorbornyl Systems: Investigations on the Synthesis of 2-Exo-methyl-6-norbomylideneacetic Acid
نویسنده
چکیده
J . R a d h a k r i s h n a n Department of Chemistry, University of Connecticut, Storrs, Connecticut 06268, USA Z. Naturforsch. 84b, 481-487 (1979); received August 15, 1978 Solvolysis, Methylnorbornyl Systems, Norbornan-3,6-dione, 2-exo-Methylnorbornan-6-one 3-Nortricyclyl bromide (11) was transformed in four steps to norbornan-3,6-dione (10). Methyl 4 -hydroxy-2-butynoate (19) was prepared from propargyl alcohol and its alkylation reactions with 3-methylcyclopentanone investigated. Methyl 4,4,5-triethoxycarbonylpentanoate (22) was obtained by the sequential alkylation of diethyl malonate with ethyl bromoacetate and methyl acrylate, and its base catalysed cyclization studied. Cyclopentadiene was converted to 2-ea:o-methylnorbornan-6-one (17) in eleven steps.
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