These are preliminary reports that have not been peer-reviewed. They should not be regarded as conclusive, guide clinical practice/health-related behavior, or be reported in news media as established information. For more information, please see our FAQs.
2 files

Reversing Reactivity: Stereoselective Desulfurative β-O-Glycosylation of Anomeric Thiosugars with Carboxylic Acids Under Copper or Cobalt Catalysis

submitted on 20.12.2019, 21:35 and posted on 31.12.2019, 20:37 by Samir Messaoudi, Nedjwa Bennai, Amelie Chabrier, Maha Fatthalla, Expédite Yen-Pon, Christine Tran, Mohamed belkadi, Mouad Alami, Laurence Grimaud
We have discovered a new mode of reactivity of 1-thiosugars in the presence of Cu(II) or Co(II) for a stereoselective O-glycosylation reaction. The process involves the use of a catalytic amount of Cu(acac)2 or Co(acac)2 and Ag2CO3 as an oxidant in α,α,α-trifluorotoluene (TFT). Moreover, this protocol turned out to have a broad scope, allowing to prepare a wide range of com-plex substituted O-glycoside esters in good to excellent yields with an exclusive β-selectivity. The late-stage modification of phar-maceuticals by this method was also demonstrated.


Email Address of Submitting Author


Université Paris-Saclay, CNRS



ORCID For Submitting Author


Declaration of Conflict of Interest

No conflict of interest

Version Notes

Version V1


Logo branding