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Indium(III) Triflate‐Catalyzed Glycosylation through an Ambient Activation of Glycosyl Fluoride
Author(s) -
Sim Jaehoon,
Kim SeokHo,
Hur Joonseong,
Lim Changjin,
Kim Hyun Su,
Suh YoungGer
Publication year - 2019
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201800582
Subject(s) - chemistry , glycosylation , glycosyl , trifluoromethanesulfonate , catalysis , lewis acids and bases , fluoride , glycosyl donor , organic chemistry , combinatorial chemistry , indium , anhydrous , stereoselectivity , inorganic chemistry , biochemistry
A highly efficient catalytic glycosylation using glycosyl fluoride in the presence of a mild and non‐toxic Lewis acid, indium(III) triflate, was achieved. The facile and convenient glycosylation procedure does not require pre‐activation steps, pre‐distillation, or cumbersome work‐up process, and it was compatible with a broad range of alcohol acceptors under ambient conditions. Furthermore, the stereoselective C‐glycosylation smoothly proceeded under the same conditions.