Synthesis of nitrogen-containing hexanosides and heptanosides of therapeutic interest
The work within this thesis describes the optimisation of the synthesis of a series of [l,4]-morpholines, [l,4]-oxazepanes and disaccharide mimics prepared by reductive amination of carbohydrate-derived dialdehydes with primary amines. Also described are the investigations into synthesis of heptanos...
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University of Reading
2008
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| Online Access: | http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.501327 |
| Summary: | The work within this thesis describes the optimisation of the synthesis of a series of [l,4]-morpholines, [l,4]-oxazepanes and disaccharide mimics prepared by reductive amination of carbohydrate-derived dialdehydes with primary amines. Also described are the investigations into synthesis of heptanoside motifs via nitroaldol reactions of carbohydrate-derived dialdehydes and Beckmann rearrangements of carbohydrate oximes. Chapter 1 provides an introduction to the involvement of carbohydrates within biological pathways, with particular interest in monosaccharide; importance and the methodologies used in the synthesis of heptanoside motifs. Chapter 2 provides an overview of oxidative cleavage, reductive amination and nitroaldol reactions with particular emphasis on the application of these reactions to carbohydrate substrates. |
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