阿根廷vs墨西哥竞猜
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    partial synthesis of chaksine

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    ghomim1976m-1b.pdf (11.16mb)
    date
    1976
    author
    saeedi ghomi, m. h.
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    abstract
    this thesis is concerned with the preliminary studies in the synthesis of a monoterpenoid alkaloid, chaksine, ethyl 2-methylcyclohexanone-6-carboxylate (xi) was hydroxymethylated with formaldehyde to give ethyl 2-methyl~6-hydroxymethylcyclohexanone--6-carboxylate (xii). tosylation and cleavage of this product gave 2-methyl-6- carbethoxy-b-heptenoic (xiv) acid along with the diethyl ester (xiva)» ozonolysis of the diethyl ester yielded diethyl 2-keto-6-methyl pimelate (xv). a wittig reaction v/ith diethyl cyanomethyl phosphonate (xvi) gave l-cyano-6~methyll- cyano-2, 6-dicarbethoxy-l-heptene (xvii). other related studies involved: 1) preparation of ethyl 2-methyl-6-vinylcyclohexanone-6-carboxylate (xxii), 2) a new method for preparation of 2-imidazolidones (xxiv). 3) preparation of l-phenyl~2-aldehydo-6-methyl~l, 6-heptadiene (xxxiii) and l-n-butylthio-2-aldehydo-6-methyl-l, 6-heptadiene (xxxix).
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    http://knowledgecommons.lakeheadu.ca/handle/2453/2298
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