Ortho-(1-phenylvinyl)benzyl glycosides: Ether-type glycosyl donors for the efficient synthesis of both O-glycosides and nucleosides

作     者：Penghua Li Haiqing He Lili Xu Yingying Huang Zixi Chen Yunqin Zhang Rui Yang Guozhi Xiao 

作者机构：State Key Laboratory of Phytochemistry and Plant Resources in West ChinaKunming Institute of BotanyUniversity of Chinese Academy of SciencesChinese Academy of SciencesKunming 650201China School of Chemical Science and TechnologyYunnan UniversityKunming 650091China 

出 版 物：《Green Synthesis and Catalysis》 (绿色合成与催化(英文))

年 卷 期：2020年第1卷第2期

页      面：160-166页

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：Financial support from the CAS Pioneer Hundred Talents Program(No.2017-128) the Start-up funding of Kunming Institute of Botany is greatly acknowledged.We also thank Dr.Xiaonian Li(Kunming Institute of Botany)for single crystal X-ray diffraction analysis.This paper is dedicated to the memory of Professor Jun Zhou and Professor Henry N.C.Wong on the occasion of his 70th birthday 

主　　题：Glycosylation O-Glycosides Nucleosides ortho-(1-Phenylvinyl)benzyl Glycosides 

摘      要：Both O-glycosides and nucleosides are essential biomolecules with important roles in a variety of biological *** synthesis of both O-glycosides and nucleosides is a scalable and reliable method to develop new therapeutic agents and decipher their ***,the efficient synthesis of both O-glycosides and nucleosides remains one of long-standing challenges in chemical *** particular,ether-type glycosyl donors are rarely developed to achieve the efficient synthesis of both O-glycosides and nucleosides due to the stronger conditions required for breaking of the glycosidic C–O *** we report that ortho-(1-phenylvinyl)benzyl glycosides are new ether-type donors for efficient synthesis of both O-glycosides and nucleosides under mild reaction *** glycosylation method enables glycosylation with both alcoholic acceptors and nucleobases with a variety of reactive ***,the latent-active synthesis of glycans and the efficient synthesis of nucleosides antibiotics have also been successfully demonstrated in the current glycosylation protocol,thereby representing an important step toward streamlining the chemical synthesis of both O-glycosides and nucleosides.