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Article Dans Une Revue Organic Letters Année : 2019

Ni/Photoredox-Dual-Catalyzed Functionalization of 1-Thiosugars

Résumé

A general protocol for functionalization of glycosyl thiols has been reported. This protocol is based on a single-electron Ni/photoredox dual-catalyzed cross-coupling between 1-thiosugars and a broad range of arylbromides and iodides as well as alkenyl and alkynyl halides. This base-free method gives access to a series of functionalized thioglycosides in moderate to excellent yields with a perfect control of the anomeric configuration. Moreover, it has been shown that this methodology may be transposed successfully to the continuous-flow photoredox chemistry.

Domaines

Catalyse
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Dates et versions

hal-02396639 , version 1 (06-12-2019)

Identifiants

Citer

Mingxiang Zhu, Guillaume Dagousset, Mouad Alami, Emmanuel Magnier, Samir Messaoudi. Ni/Photoredox-Dual-Catalyzed Functionalization of 1-Thiosugars. Organic Letters, 2019, 21 (13), pp.5132-5137. ⟨10.1021/acs.orglett.9b01730⟩. ⟨hal-02396639⟩
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