Catalytic activation of glycosyl phosphates for stereoselective coupling reactions.
basic_science · Level V
Where this comes from
- Record sourced from PubMed, PMID 30559190.
- Also identified by DOI 10.1073/pnas.1811186116 and PMC identifier 6320501.
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Abstract
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 (K<sub>m</sub>) to the H-bond donor and enhanced reactivity of the complex (k<sub>cat</sub>) enables efficient catalysis with broad functional group compatibility under mild, neutral conditions.
Medical subject headings
- Catalysis
- Glycosylation
- Phosphates