Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
9565990 | Tetrahedron Letters | 2005 | 4 Pages |
Abstract
1,4-Dicarbonyl derivatives of glycosides are produced by ozonolysis or Wacker oxidation. A stable ozonide is isolated and a carbonyl group reduced whilst maintaining the ozonide functionality. The 1,4-dicarbonyl compounds are converted to various N-substituted pyrrolidines by diastereoselective double reductive amination. The resulting aza-heteroannulated sugars showed no significant inhibition of any glycosidase.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Dominic M. Laventine, Michelle Davies, Emma L. Evinson, Paul R. Jenkins, Paul M. Cullis, John Fawcett,