Ethyl N-bromo-alkylcarbamates as heterocyclic precursors and extractives from Oceanapia sp.

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dc.contributor.advisor Gerber, J. P.
dc.contributor.advisor Mulholland, Dulcie A.
dc.creator Dovey, Martin Charles. 2011-10-20T11:39:20Z 2011-10-20T11:39:20Z 2001 2001
dc.description Thesis (M.Sc.)-University of Natal, Durban, 2001. en
dc.description.abstract The synthesis of p-lactams has been of foremost importance since the discovery of penicillin by Sir Alexander Fleming, in 1928, and its susequent structure elucidation in 1945. Ethyl N-2-bromo-alkylcarbamates show considerable potential as precursors to p- lactams. In the past, p-lactams have been prepared by many methods, none of which have involved 2-3 bond formation. The proposed ring closure using ethyl N-2-bromoalkylcarbamate involves 2-3 bond formation, making this method of synthesis novel. This work describes two attempted methods of cyclisation. The first using a Grignard reagent, and the second, using abstraction of an acidic proton a to a phosphonate group. These methods of intramolecular cyclisation were based on analogous intermolecular additions, which are also described. The second method was also used to determine the general potential of ethyl N-bromo- alkylcarbamtes as precursors to other heterocyclic systems. en
dc.description.sponsorship NRF & NRF/DEA & T. en
dc.language.iso en en
dc.subject Ethyl bromide. en
dc.subject Urethane. en
dc.subject Heterocyclic compounds. en
dc.subject Beta lactam antibiotics. en
dc.subject Sponges. en
dc.subject Sterols. en
dc.subject Oceanapia. en
dc.subject Theses--Chemistry. en
dc.title Ethyl N-bromo-alkylcarbamates as heterocyclic precursors and extractives from Oceanapia sp. en
dc.type Thesis en

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