阿根廷vs墨西哥竞猜
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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).
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    http://knowledgecommons.lakeheadu.ca/handle/2453/2203
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