Bibliography: leaves 159-164. / iv, 158 leaves ; 30cm. / Title page, contents and abstract only. The complete thesis in print form is available from the University Library. / This thesis examines routes for the asymmetric synthesis of three members of the nonsteroidal anti-inflammatory class of drugs (NSAIDs) The aryl propanoic acid ibuprofen is synthesized in 96% e.e. Control of stereochemistry is achieved by use of the Sharpless epoxidation reaction, followed by reduction of the product epoxide by complex hydride with assistance by titanium tetraisopropoxide acting as a Lewis acid. The final step is the coupling of an optically active carboxylic acid intermediate with the iso-butyl side chain to give (S)-ibuprofen. / Thesis (Ph.D.)--University of Adelaide, Dept. of Organic Chemistry, 1997?
| Identifer | oai:union.ndltd.org:ADTP/260127 |
| Date | January 1996 |
| Creators | Griesbach, Robert Christian |
| Source Sets | Australiasian Digital Theses Program |
| Language | en_US |
| Detected Language | English |
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