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

Mingxiang ZhuGuillaume DagoussetMouad AlamiEmmanuel MagnierSamir Messaoudi
Published in: Organic letters (2019)
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 aryl bromides 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.
Keyphrases
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