Stereochemical Control in Carbohydrate Chemistry.

• Autores: Rhys Batchelor, Peter T. Northcote, Joanne E. Harvey, Emma M. Dangerfield, Bridget L. Stocker
• Localización: Journal of chemical education, ISSN 0021-9584, Vol. 85, Nº 5, 2008, págs. 689-691
• Idioma: inglés
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• Resumen

  • Carbohydrates, in the form of glycoconjugates, have recently been shown to control a wide range of cellular processes. Accordingly, students interested in the study of organic chemistry and biomedical sciences should be exposed to carbohydrate chemistry. To this end, we have developed a sequence of experiments that leads the student from the derivatization of naturally occurring D-glucose through to the formation of simple alkyl and aryl glycosides, and in doing so this experiment provides a comprehensive overview of the fundamentals of glycoside synthesis. These experiments focus on the control of stereochemistry at the anomeric center and NMR spectroscopy for the structural elucidation of products.