Bi(OTf) 3 -mediated intramolecular epoxide opening for bicyclic azepane synthesis - Sorbonne Université
Journal Articles Journal of Carbohydrate Chemistry Year : 2019

Bi(OTf) 3 -mediated intramolecular epoxide opening for bicyclic azepane synthesis

Abstract

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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Dates and versions

hal-02181703 , version 1 (12-07-2019)

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Sha Zhu, Anh Tuan Tran, Yuki Hirokami, Geoffrey Gontard, Omar Khaled, et al.. Bi(OTf) 3 -mediated intramolecular epoxide opening for bicyclic azepane synthesis. Journal of Carbohydrate Chemistry, 2019, 38 (2), pp.139-149. ⟨10.1080/07328303.2019.1581887⟩. ⟨hal-02181703⟩
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