Stereoselective synthesis of the 3,6-branched Fuziα-glucans up to 15-mer via a one-pot and convergent glycosylation strategy  

作　　者：Qingpeng Zhao Shihao Zhou Yue Wang Xiaoyu Yang Youhui Meng Yanxin Zhang Jian Gao 

机构地区：[1]National Glycoengineering Research Center,Shandong Key Laboratory of Carbohydrate Chemistry and Glycobiology,NMPA Key Laboratory for Quality Research and Evaluation of Carbohydrate-based Medicine,Shandong University,Qingdao 266237,China [2]Department of Pharmaceutical Engineering,College of Chemical Engineering,Northwest University,Xi'an 710069,China

出　　处：《Chinese Chemical Letters》2023年第6期341-345,共5页中国化学快报（英文版）

基　　金：supported by the National Natural Science Foundation of China(No.22177060);the Young Scholars Program of Shandong University(No.2018WLJH41);the Open Projects Fund of Shandong Key Laboratory of Carbohydrate Chemistry and Glycobiology,Shandong University(No.2021CCG06);the Central Government Guide Local Science and Technology Development Funds(No.YDZX20203700002579)。

摘　　要：A family of the 3,6-branched Fuziα-glucans including the pentasaccharide repeating unit as well as its di-and trimers were efficiently achieved via a one-pot and convergent glycosylation strategy.All the protectedα-glucans up to 15-mer were assembled with high yields and excellentα-stereoselectivity,which was secured by the synergisticα-directing effects of the Tol SCl/Ag OTf promotion system and the stericβ-facial shielding of bulky saccharide residues linked at the 6-O-position of glucosyl donors.Moreover,the 3,6-branched architecture of glycosyl donor was revealed to be more favorable for theα-selective glucosidation of primary hydroxyl group,especially in the case of large oligosaccharide acceptor.The structurally well-defined syntheticα-glucans would be useful for various biological studies.

关 键 词：α-D-Glucan One-pot synthesis Convergent glycosylation Stereoselective synthesis THIOGLYCOSIDE 

分 类 号：TQ460.1[化学工程—制药化工]