Beilstein Journal of Organic Chemistry (Sep 2017)

1,3-Dibromo-5,5-dimethylhydantoin as promoter for glycosylations using thioglycosides

  • Fei-Fei Xu,
  • Claney L. Pereira,
  • Peter H. Seeberger

DOI
https://doi.org/10.3762/bjoc.13.195
Journal volume & issue
Vol. 13, no. 1
pp. 1994 – 1998

Abstract

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1,3-Dibromo-5,5-dimethylhydantoin (DBDMH), an inexpensive, non-toxic and stable reagent, is a competent activator of thioglycosides for glycosidic bond formation. Excellent yields were obtained when triflic acid (TfOH) or trimethylsilyl trifluoromethanesulfonate (TMSOTf) were employed as co-promoters in solution or automated glycan assembly on solid phase.

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