8‑(Methyltosylaminoethynyl)-1-naphthyl (MTAEN) Glycosides: Potent Donors in Glycosides Synthesis

With 8-(methyltosylaminoethynyl)-1-naphthyl (MTAEN) glycoside as donors, a novel and efficient glycosylation protocol has been established. The MTAEN glycosylation protocol exhibits the merits of shelf-stable donors, mild catalytic promotion conditions, considerably extended substrate scope encompas...

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Veröffentlicht in:Organic letters 2022-01, Vol.24 (2), p.653-657
Hauptverfasser: Zhou, Si-Yu, Hu, Xin-Ping, Liu, Hui-Juan, Zhang, Qing-Ju, Liao, Jin-Xi, Tu, Yuan-Hong, Sun, Jian-Song
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Sprache:eng
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Zusammenfassung:With 8-(methyltosylaminoethynyl)-1-naphthyl (MTAEN) glycoside as donors, a novel and efficient glycosylation protocol has been established. The MTAEN glycosylation protocol exhibits the merits of shelf-stable donors, mild catalytic promotion conditions, considerably extended substrate scope encompassing both free alcohols, silylated alcohols, nucleobases, primary amides, and C-type nucleophile acceptors, and applicability to various one-pot strategies for highly efficient synthesis of oligosaccharides, such as orthogonal one-pot, single-catalyst one-pot, and acceptor reactivity-controlled one-pot strategies.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c04102