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β‐Type Glycosidic Bond Formation by Palladium‐Catalyzed Decarboxylative Allylation
Author(s) -
Xiang Shaohua,
Lu Zhiqiang,
He Jingxi,
Le MaiHoang Kim,
Zeng Jing,
Liu XueWei
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201303241
Subject(s) - glycosidic bond , palladium , glycosylation , chemistry , stereoselectivity , glycoside , catalysis , organic chemistry , combinatorial chemistry , biochemistry , enzyme
Decarboxylative allylation of glycals : A β‐type glycosidic bond has been constructed in high regio‐ and stereoselectivity by means of a palladium‐catalyzed decarboxylative O ‐glycosylation. Various kinds of glycals with different protecting groups have been examined for this reaction to afford a diverse set of glycosylated products, including phenolic O ‐glycosides, thiophenolic S ‐glycoside, aliphatic O ‐glycosides, and disaccharides with excellent β‐selectivity and reasonable to excellent yields (see scheme).