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New approaches towards the synthesis of c-glycosides

Ziel



Saccharides in which the anomeric oxygen of the glycosidic bond is replaced by a carbon atom, the so-called 'C-glycosides', are an interesting class of carbohydrate antimetabolites. For instance, they are valuable tools in studying the role of carbohydrates in biological processes. Apart from this, they are possible enzyme inhibitors and a source of chiral synthons for the preparation of naturally occurring biomolecules. The main goal of this project is the development of a new, flexible methodology towards the stereoselective construction of C-glycosides, in which the two aldose are joined directly by carbon-carbon bonds. Therefore, we suggest an asymmetric hetero Diels-Alder approach for the construction of this class of C-glycosides.

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UNIVERSITÀ DEGLI STUDI DI FERRARA
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