Synthesis of <i>C</i>‐Aryl Glycosides via Ru‐Catalyzed Remote C−H Glycosylation of 8‐Aminoquinoline Amides
Wei‐Yu Shi, H.-L. Li, Xue‐Ya Gou, Yu‐Yong Luan, Nian Zheng, Zhi‐Jie Niu, Zhe Zhang, Xue‐Yuan Liu, Yong‐Min Liang
Abstract
Abstract C ‐Aryl glycoside is a class of structural motifs with important medicinal value. Herein, a remote C−H glycosylation strategy enabled by Ruthenium(II)‐catalyzed with mostly α‐stereoselectivity is described. This approach exhibits great functional group compatibility with various glycosides and arylamides. A series of experiments provided strong evidence for the free radical mechanism and reversible C−H activation process, and a possible mechanism was proposed. magnified image
Topics & Concepts
ChemistryGlycosylationArylCatalysisGlycosideStereoselectivityRutheniumStereochemistryCombinatorial chemistryOrganic chemistryBiochemistryAlkylCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsCyclopropane Reaction Mechanisms