In view of the significance of oligosaccharides in biological processes and the distinct disadvantage of easy metabolic degradation by glycosidases, a synthetic effort to prepare oligosaccharide mimics with enhanced metabolic stability was undertaken. This thesis introduces a new methodology for a high-yielding synthesis of mono- or oligosaccharidic glycals under non-solvolytic conditions. Lewis acid promoted glycal dimerization followed by introduction of a glycosyl cyanide functionality converted the compounds into possible anchors for pharmacophores. The experiments are discussed with respect to general applicability of the synthetic methods, stereoselectivity, and the biological properties of the compounds.
| Identifer | oai:union.ndltd.org:pacific.edu/oai:scholarlycommons.pacific.edu:uop_etds-3751 |
| Date | 01 January 2000 |
| Creators | Franz, Andreas H. |
| Publisher | Scholarly Commons |
| Source Sets | University of the Pacific |
| Detected Language | English |
| Type | text |
| Format | application/pdf |
| Source | University of the Pacific Theses and Dissertations |
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