Modulation of the stereoselectivity and reactivity of glycosylation via (p-Tol)2SO/Tf2O preactivation strategy:From O-, C-sialylation to general O-,N-glycosylation  

作　　者：Guang-Jian Liu Cui-Yun Li Xiao-Tai Zhang Wei Du Zhen-Yuan Gu Guo-Wen Xing 

机构地区：[1]College of Chemistry, Beijing Normal University, Beijing 100875, China [2]The Institute of Seawater Desalination and Multipurpose Utilization, State Oceanic Administration, Tianjin 300192, China

出　　处：《Chinese Chemical Letters》2018年第1期1-10,共10页中国化学快报（英文版）

基　　金：financially supported by the National Natural Science Foundation of China (No. 21272027)

摘　　要：The synthesis of O-, C-, and N-glycoconjugates has continuously been an attractive research subject due to the growing biological importance of various glycoconjugates. In recent years, by careful changing the glycosylation reaction conditions, especially the amount of activators and the preactivation temperature, （p-Tol）2SO/Tf2O preactivition strategy was developed as a general method for the synthesis of various 0-, C-, and N-glycoconjugates, including related biological active glycoconjugates, such as nucleosides and antigen Lewisa etc. High yields and excellent stereoselectivities were obtained even without the anchimeric assistance at the adjacent position of anomeric carbon. In this review, we predominantly make a review on the progress of the （p-Tol）2SO/Tf2O preactivition strategy from O-, C-sialylation to general O-, N-glvcosvlation.The synthesis of O-, C-, and N-glycoconjugates has continuously been an attractive research subject due to the growing biological importance of various glycoconjugates. In recent years, by careful changing the glycosylation reaction conditions, especially the amount of activators and the preactivation temperature, （p-Tol）2SO/Tf2O preactivition strategy was developed as a general method for the synthesis of various 0-, C-, and N-glycoconjugates, including related biological active glycoconjugates, such as nucleosides and antigen Lewisa etc. High yields and excellent stereoselectivities were obtained even without the anchimeric assistance at the adjacent position of anomeric carbon. In this review, we predominantly make a review on the progress of the （p-Tol）2SO/Tf2O preactivition strategy from O-, C-sialylation to general O-, N-glvcosvlation.

关 键 词：Glycosylation SialylationSulfoxideStereoselectivityNucleosicle 

分 类 号：O6[理学—化学]