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

  • Sim, Jaehoon
  • Kim, Seok-Ho
  • Hur, Joonseong
  • Lim, Changjin
  • Kim, Hyun Su
  • 외 1명
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초록

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.

키워드

glycosyl fluorideindium triflatecatalytic glycosylationambient conditionsynthetic methodsSTEREOSELECTIVE-SYNTHESISCHEMICAL GLYCOSYLATIONC-GLYCOSYLATIONEFFICIENTARYLSUBSTITUTIONMECHANISMSACYLATIONALCOHOLSACIDS
제목
Indium(III) Triflate-Catalyzed Glycosylation through an Ambient Activation of Glycosyl Fluoride
저자
Sim, JaehoonKim, Seok-HoHur, JoonseongLim, ChangjinKim, Hyun SuSuh, Young-Ger
DOI
10.1002/ajoc.201800582
발행일
2019-01
유형
Article
저널명
Asian Journal of Organic Chemistry
8
1
페이지
107 ~ 110