Indium(III) Triflate‐Catalyzed Glycosylation through an Ambient Activation of Glycosyl Fluoride.

Sim, Jaehoon; Kim, Seok‐Ho; Hur, Joonseong; Lim, Changjin; Kim, Hyun Su; Suh, Young‐Ger

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. A highly efficient catalytic glycosylation using bench‐stable glycosyl fluoride in the presence of a mild and non‐toxic Lewis acid, indium(III) triflate, was described. In addition, the stereoselective C‐glycosylation proceeded under the same conditions.

INDIUM compounds; GLYCOSYLATION; ACTIVATION (Chemistry)

Asian Journal of Organic Chemistry, 2019, Vol 8, Issue 1, p107

2193-5807

Academic Journal

10.1002/ajoc.201800582