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Synthetic studies towards biologically active natural products

The work presented in the thesis is divided into five chapters. After giving a brief introduction on the importance of natural products in the first chapter, the next deals with the Diels-Alder reaction of 4-carbomethoxy-benzoquinone with various 1,2-disubstituted-1,3-butadienes using silver oxide as the oxidant. This methodology was used in the next chapter for a synthetic study towards quassin, which is a physiologically active constituents of Quassia amara. The intermediate in our retrosynthetic scheme, a diene, was synthesized, in 5 steps, starting from 2,6-dimethyl-5-heptenal. The diene was then reacted with 3,4-dihydroxymethyl benzoate in the presence of Ag2O, as oxidant, to afford an adduct. This adduct is a potential precursor of the tetracyclic quassinoid skeleton. Chapter 3 describes the tandem vicinal difunctionalization approach to (+/-)-Deoxofavelin, that was isolated by Endo et al. in 1991, from the bark of Cnidoscolus phyllocanthus, along with favelin and favelin methyl ether. More Info

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