阿根廷vs墨西哥竞猜
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    synthetic studies on slaframine

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    rahmanm1980m-1b.pdf (17.69mb)
    date
    1980
    author
    rahman, m. a.
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    abstract
    thjs thesis is concerned with the preliminary studies in the synthesis of an indolizine alkaloid, slaframine. a wittig reaction of 3-carbethoxypropyltriphenylphosophonium iodide (43) with 4-pentenal (44) gave ethyl-(z)-4,8-nonadienoate (45). hydrolysis of this product gave the unsaturated acid (46) which was then converted into acid chloride (47), acylazide (48), isocyanate (49) and finally l-amino-3,7-octadiene (50) . the primary amino group of (50) was protected by forming trifluoroacetate derivative (51). 1- amino-3,7-octadiene was converted in n-(benzyloxycarbonyl)-3,7-octadiene (52) which was finally converted into epoxide (53). other related studies involved: (1) preparation of 1,2-oxidocyclohex-4-ene (54) which was converted into trans-2-azidocyclohex-4-enol (55). the secondary alcohol group was protected by forming acetate derivative (56). a tetrahydropyranyl derivative (57) was also prepared.
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    http://knowledgecommons.lakeheadu.ca/handle/2453/2405
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