Chapter 1 comprises a general introduction to the field of chemical carbohydrate synthesis. The work since 1984 that has had a profound influence on the development of 1,2-diacetal mediated reactivity tuning is summarised. Chapter 2 examines the applicability of 1,2-diacetal mediated reactivity tuning to oligosaccharides assembly. In particular, the use of the butanediacetal protecting group (BDA) to tune the reactivity of glycosyl fluorides is disclosed. The application of this methodology enabled the first one-pot assembly of a linear pentasaccharide from monosaccharide building blocks. Chapter 3 focuses on synthetic advances towards the Glysosylphosphatidylinositol (GPI) anchor of yeast <I>Saccharomcyes cerevisiae</I> I and analogues of the conserved GPI core structure. The synthesis the full carbohydrate core structure of I was completed by application of this new methodology. In addition, the development of a flexible strategy towards I enabled the examination of parallel routes to GPI analogues.
| Identifer | oai:union.ndltd.org:bl.uk/oai:ethos.bl.uk:604926 |
| Date | January 2000 |
| Creators | Ince, S. J. |
| Publisher | University of Cambridge |
| Source Sets | Ethos UK |
| Detected Language | English |
| Type | Electronic Thesis or Dissertation |
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