biostudies-literatureLevi SMHHS | National Institutes of HealthNIGMS NIH HHSNational Science Foundation35-39https://www.ebi.ac.uk/biostudies/studies/S-EPMC6320501biostudies-literatureUnknown116(1)Glycosyl phosphates are shown to be activated to stereospecific nucleophilic substitution reactions by precisely tailored bis-thiourea catalysts. Enhanced reactivity and scope is observed with phosphate relative to chloride leaving groups. Stronger binding (Km) to the H-bond donor and enhanced reactivity of the complex (kcat) enables efficient catalysis with broad functional group compatibility under mild, neutral conditions.Proceedings of the National Academy of Sciences of the United States of AmericaCatalytic activation of glycosyl phosphates for stereoselective coupling reactions.PMC6320501GM43214U01 GM1162492015412210R37 GM043214GM116249R01 GM043214Jacobsen ENLi QLevi SMRotheli ARfalseCatalytic activation of glycosyl phosphates for stereoselective coupling reactions.Glycosyl phosphates are shown to be activated to stereospecific nucleophilic substitution reactions by precisely tailored bis-thiourea catalysts. Enhanced reactivity and scope is observed with phosphate relative to chloride leaving groups. Stronger binding (Km) to the H-bond donor and enhanced reactivity of the complex (kcat) enables efficient catalysis with broad functional group compatibility under mild, neutral conditions.2019-01-01T00:00:00Z2019 Jan2025-04-04T22:31:23.613Z2019-08-12T07:01:47ZS-EPMC63205013055919010.1073/pnas.1811186116