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New Camphor Derivatives Functionalized at C3 and C10

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Abstract

Base-catalyzed condensation of 10-methylenecamphor with diethyl oxalate gave the corresponding (Z)-3-ethoxycarbonyl(hydroxy)methylene derivative which was converted into methyl ether and acetate. The Z-methyl ether undergoes isomerization into the E-methyl ether on treatment with N-bromosuccinimide in the presence of radical initiator [azobis(isobutyrodinitrile)]. (Z)-3-Ethoxycarbonyl(hydroxy)methylene-10-methylenecamphor smoothly reacts with N-bromosuccinimide to afford stereoisomeric 3-bromo derivatives.

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  1. Ufa Research Center, Russian Academy of Sciences, Institute of Organic Chemistry, pr. Oktyabrya 71, Ufa, 450054, Bashkortostan, Russia

    N. S. Vostrikov, A. V. Abutkov & M. S. Miftakhov

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  1. N. S. Vostrikov
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  2. A. V. Abutkov
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  3. M. S. Miftakhov
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Vostrikov, N.S., Abutkov, A.V. & Miftakhov, M.S. New Camphor Derivatives Functionalized at C3 and C10. Russian Journal of Organic Chemistry 37, 20–22 (2001). https://doi.org/10.1023/A:1012304912857

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