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Título : Samarium Diiodide Mediated Reductive Coupling of Epoxides and Carbonyl Compounds: A New Stereocontrolled Synthesis of C-Glycosides from 1,2-Anhydro Sugars
Autor : Chiara, José Luis ; Sesmillo, Esther
Palabras clave : C-glycosides
Electron transfer
Radical reactions
Samarium
Fecha de publicación : 30-ago-2002
Editor: John Wiley & Sons
Citación : Angewandte Chemie International Edition 41, 17 (2002), pp. 3242-3246
Resumen: The significant advances in the understanding of the biological function of carbohydrates and glycoconjugates achieved during the last two decades have stimulated the development of glycomimetics as fundamental tools for biological research and as potential agents for therapeutic intervention. C-Glycosides are of special relevance in this context due to their resistance to hydrolysis and to their occurrence in a number of natural products with interesting biological activity. Methods for their preparation using anomeric anions, cations, radicals, and carbenes have been extensively studied. 1,2-Anhydro sugars, readily available and well-known donors for the stereoselective preparation of O-glycosides, have also found application in the stereoselective synthesis of C-glycosides.
Versión del editor: http://dx.doi.org/10.1002/1521-3773(20020902)41:17<3242::AID-ANIE3242>3.0.CO;2-I
URI : http://hdl.handle.net/10261/1979
DOI: 10.1002/1521-3773(20020902)41:17<3242::AID-ANIE3242>3.0.CO;2-I
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