Hydrogen bond activated glycosylation under mild conditions
Ke Xiao, Yongxin Hu, Yongyong Wan, Xinxin Li, Qin Nie, Hao Yan, Liming Wang, Jin‐Xi Liao, De-Yong Liu, Yuan‐Hong Tu, Jiansong Sun, Jeroen D. C. Codée, Qingju Zhang
Abstract
A mild glycosylation system was developed using glycosyl imidate donors and a charge-enhanced thiourea H-bond donor catalyst. The method can be used for the effective synthesis of O -, C -, S - and N -glycosides and chemoselective one-pot glycosylation.
Topics & Concepts
ChemistryGlycosylationHydrogen bondStereoselectivityCatalysisTrisaccharideGlycosidic bondGlycosylCombinatorial chemistryThioureaIntramolecular forceStereochemistryOrganic chemistryMoleculeBiochemistryEnzymeCarbohydrate Chemistry and SynthesisGlycosylation and Glycoproteins ResearchChemical Synthesis and Analysis