Stereoselective synthesis of 2-deoxy-α-C-glycosides from glycals  

作　　者：Hongjin Shi Guoyin Yin Xi Lu Yangyang Li 

机构地区：[1]The Institute for Advanced Studies,Wuhan University,Wuhan 430072,China [2]School of Chemistry and Materials Science,University of Science and Technology of China,Hefei 230026,China

出　　处：《Chinese Chemical Letters》2024年第12期422-426,共5页中国化学快报（英文版）

基　　金：supported by grants from the Fundamental Research Funds for Central Universities(No.2042021kf0190)。

摘　　要：2-Deoxy-α-C-Glycosides are a significant class of carbohydrates found in numerous bioactive molecules and medicines.Developing a concise strategy for the assembly of theseα-configured C-glycosides is crucial in the field of carbohydrate chemistry.However,current methods are restricted to the utilization of glycosyl radical precursors,which are required for pre-syntheses.Herein,we present a novel approach for the synthesis of 2-deoxy-α-C-glycosides using a nickel-catalyzed stereoselective coupling reaction with commercially available glycals.Notably,this method circumvents the preparation for diverse glycosyl radical precursors.The developed protocol exhibits a broad substrate scope and remarkable stereoselectivity under mild reaction conditions.Furthermore,the raw materials required for this process are readily accessible,eliminating the necessity for pre-functionalization modifications of the glycosyl substrates and ensuring high atomic economy.

关 键 词：Nickel catalysis STEREOSELECTIVITY 2-Deoxy-α-C-glycosides Glycals Cross-coupling reaction 

分 类 号：O629.13[理学—有机化学]