ZnI<sub>2</sub>-Directed Stereocontrolled α-Glucosylation
Siai Zhou, Xuemei Zhong, Aoxin Guo, Qian Xiao, Jiaming Ao, Wanmeng Zhu, Hui Cai, Akihiro Ishiwata, Yukishige Ito, Xue‐Wei Liu, Feiqing Ding
Abstract
Here we report a glucosylation strategy mediated by ZnI2, a cheap and mild Lewis acid, for the highly stereoselective construction of 1,2-cis-O-glycosidic linkages using easily accessible and common 4,6-O-tethered glucosyl donors. The versatility and effectiveness of the α-glucosylation strategy were demonstrated successfully with various acceptors, including complex alcohols. This approach demonstrates the feasibility of the modular synthesis of various α-glucans with both linear and branched backbone structures.
Topics & Concepts
ChemistryGlycosidic bondStereoselectivityLewis acids and basesStereochemistryCombinatorial chemistryGlycosylationOrganic chemistryCatalysisBiochemistryEnzymeCarbohydrate Chemistry and SynthesisLegume Nitrogen Fixing SymbiosisGlycosylation and Glycoproteins Research