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Stereoselective Electro‐2‐deoxyglycosylation from Glycals

Miao Liu, Kaimeng Liu, De‐Cai Xiong, Hanyu Zhang, Tian Li, Bohan Li, Xianjin Qin, Jinhe Bai, Xin‐Shan Ye

2020Angewandte Chemie International Edition71 citationsDOI

Abstract

We report a novel and highly stereoselective electro-2-deoxyglycosylation from glycals. This method features excellent stereoselectivity, scope, and functional-group tolerance. This process can also be applied to the modification of a wide range of natural products and drugs. Furthermore, a scalable synthesis of glycosylated podophyllotoxin and a one-pot trisaccharide synthesis through iterative electroglycosylations were achieved.

Topics & Concepts

StereoselectivityTrisaccharideChemistryPodophyllotoxinCombinatorial chemistryScope (computer science)GlycosylationStereochemistryOrganic chemistryCatalysisComputer scienceBiochemistryProgramming languageCarbohydrate Chemistry and SynthesisLegume Nitrogen Fixing SymbiosisSynthetic Organic Chemistry Methods
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