Glycosyl ortho-(1-phenylvinyl)benzoates versatile glycosyl donors for highly efficient synthesis of both O-glycosides and nucleosides
Li, Penghua1,2; He, Haiqing1; Zhang, Yunqin1; Yang, Rui1; Xu, Lili1; Chen, Zixi1; Huang, Yingying1; Bao, Limei1; Xiao, Guozhi1
通讯作者Xiao, Guozhi(xiaoguozhi@mail.kib.ac.cn)
2020-01-21
发表期刊NATURE COMMUNICATIONS
ISSN2041-1723
卷号11期号:1页码:10
摘要Both of O-glycosides and nucleosides are important biomolecules with crucial rules in numerous biological processes. Chemical synthesis is an efficient and scalable method to produce well-defined and pure carbohydrate-containing molecules for deciphering their functions and developing therapeutic agents. However, the development of glycosylation methods for efficient synthesis of both O-glycosides and nucleosides is one of the long-standing challenges in chemistry. Here, we report a highly efficient and versatile glycosylation method for efficient synthesis of both O-glycosides and nucleosides, which uses glycosyl ortho-(1-phenylvinyl)benzoates as donors. This glycosylation protocol enjoys the various features, including readily prepared and stable donors, cheap and readily available promoters, mild reaction conditions, good to excellent yields, and broad substrate scopes. In particular, the applications of the current glycosylation protocol are demonstrated by one-pot synthesis of several bioactive oligosaccharides and highly efficient synthesis of nucleosides drugs capecitabine, galocitabine and doxifluridine.
DOI10.1038/s41467-020-14295-z
收录类别SCI ; SCI
语种英语
WOS记录号WOS:000511940400009
引用统计
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/70844
专题植物化学与西部植物资源持续利用国家重点实验室
通讯作者Xiao, Guozhi
作者单位1.Chinese Acad Sci, State Key Lab Phytochem & Plant Resources West Ch, Kunming Inst Bot, Univ Chinese Acad Sci, Kunming 650201, Yunnan, Peoples R China
2.Yunnan Univ, Sch Chem Sci & Technol, Kunming 650091, Yunnan, Peoples R China
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Li, Penghua,He, Haiqing,Zhang, Yunqin,et al. Glycosyl ortho-(1-phenylvinyl)benzoates versatile glycosyl donors for highly efficient synthesis of both O-glycosides and nucleosides[J]. NATURE COMMUNICATIONS,2020,11(1):10.
APA Li, Penghua.,He, Haiqing.,Zhang, Yunqin.,Yang, Rui.,Xu, Lili.,...&Xiao, Guozhi.(2020).Glycosyl ortho-(1-phenylvinyl)benzoates versatile glycosyl donors for highly efficient synthesis of both O-glycosides and nucleosides.NATURE COMMUNICATIONS,11(1),10.
MLA Li, Penghua,et al."Glycosyl ortho-(1-phenylvinyl)benzoates versatile glycosyl donors for highly efficient synthesis of both O-glycosides and nucleosides".NATURE COMMUNICATIONS 11.1(2020):10.
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