Bi(OTf) 3 -mediated intramolecular epoxide opening for bicyclic azepane synthesis
Résumé
While studying the opening of an epoxide on a sugar-derived aziridine, we observed an unexpected formation of bicyclic compounds. The structure of these bicycles depends on the nature of the protecting group on the amine of the aziridine. This compounds appeared to be weak glycosidase inhibitors. Glycosidases, enzymes that catalyse the hydrolysis of oligosaccharides, are involved in many therapeutic phenomena.
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