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    Synthetic studies on chaksine

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    EvansJ1970m-1b.pdf (25.17Mb)
    Date
    1970
    Author
    Evans, John Bruce
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    Abstract
    This thesis is concerned with the preliminary studies in the synthesis of a monoterpenoid alkaloid, chaksine. Diethyl methylmalonate was alkylated with 1,3-dibromo propane to give 2-(3-bromopropyl)-2-methylmalonate. Hydrolysis and decarboxylation of this product gave the mono acid which was then converted to the corresponding ethyl ester. Reduction with lithium borohydride yielded the primary alcohol to which a tetrahydropyran protective group was added. Alkylation with diethyl malonate followed by acylation with the mixed anhydride of isovaleric acid and carbobenzyloxyglycine gave diethyl (see document for formula).
    URI
    http://knowledgecommons.lakeheadu.ca/handle/2453/2203
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    • Retrospective theses [1605]

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