S‑o‑(p‑Methoxyphenylethynyl)benzyl (SMPEB) Glycosides for Catalytic Glycosylation and Their Application in the Synthesis of Polyporus Umbellatus Polysaccharides

We herein reported a new type of S-o-(p-methoxyphenylethynyl)­benzyl donor for a highly efficient glycosylation method. The donor was activated by 10% Tf2O and underwent glycosylation with various acceptors to provide the corresponding glycosides in excellent yield. Furthermore, two repetitive fragm...

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Published inOrganic letters Vol. 25; no. 33; pp. 6116 - 6121
Main Authors Wang, Jincai, Lan, Xinguang, Zhang, Shuangshuang, Cai, Chenglin, Zhang, Qi, Feng, Yingle, Chai, Yonghai
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 25.08.2023
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Summary:We herein reported a new type of S-o-(p-methoxyphenylethynyl)­benzyl donor for a highly efficient glycosylation method. The donor was activated by 10% Tf2O and underwent glycosylation with various acceptors to provide the corresponding glycosides in excellent yield. Furthermore, two repetitive fragments of Polyporus umbellatus polysaccharides (PUPs), isolated from traditional Chinese medicine “Polyporus umbellatus”, were prepared by combining the “single-catalyst one-pot” and “latent-active” strategies for the first time for future clear studies on the structure–activity relationship of PUPs.
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c02072