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Browsing by Author "Kuzakov, EV"

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    A new approach to nicotine: Symmetry consideration for synthesis design
    (2004)
    Ho, TL
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    Kuzakov, EV
    ;
    應用化學系
    ;
    Department of Applied Chemistry
    A synthesis of nicotyrine (9), and hence formally racemic nicotine, was carried out by elaboration of the 1:1 adduct 2 of cycloocta-1,5-diene and chlorosulfonyl isocyanate (ClSO2-NCO). Transformation of adduct 2 into carbamate 4 was followed by ozonolysis, tosylation, and NaH treatment, which led to pyrrolidinylpiperidinone 6. LiAlH4 Reduction, debenzylation, and aromatization yielded 2.