期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2021, 期 30, 页码 4333-4344出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202100677
关键词
Glycoside; Glycosylation; Glycosyl ester donor; Glycosyl 1-methylimidazole-2-carboxylates; Metal triflate
资金
- National Natural Science Foundation of China [21871290, 22031011, 21621002]
- Key Research Program of Frontier Sciences of CAS [ZDBS-LY-SLH030]
- Shanghai Municipal Science and Technology Major Project
- Youth Innovation Promotion Association of CAS [2021251]
A mild glycosylation method using glycosyl 1-methylimidazole-2-carboxylates has been developed, with the reaction being promoted by metal triflates and triflimides, especially Cu(OTf)(2). The reaction is initiated by coordination of the glycosyl ester donor with the metal cation assisted by the adjacent 1-methylimidazole chelating group.
A mild glycosylation protocol is developed by using glycosyl 1-methylimidazole-2-carboxylates. Such a glycosylation can be promoted by a series of metal triflates and triflimides, especially Cu(OTf)(2). The reaction is initiated by activation of the glycosyl ester donor via coordination with the metal cation assisted by the adjacent 1-methylimidazole chelating group.
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