N-Thiocarbonyl azasugars: a new family of carbohydrate mimics with controlled anomeric configuration
- 1 January 1997
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- No. 20,p. 1969-1970
- https://doi.org/10.1039/a705755e
Abstract
Bicyclic azasugar glycomimetics structurally related to the polyhydroxy-indolizine and -piperidine series incorporating a stereoelectronically controlled pseudoanomeric axial hydroxy group have been prepared by tautomeric rearrangement of cyclic thiocarbamate precursors; preliminary enzyme inhibition tests show an increased selectivity towards yeast α-glucosidase for the α-D-glucopyranose analogue as compared with castanospermine or nojirimicin.Keywords
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