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

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

doi:10.3762/bjoc.13.195

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

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Xu, Fei-Fei
Peter H. Seeberger - Vaccine Development, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Pereira, Claney L.
Peter H. Seeberger - Vaccine Development, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Seeberger, Peter H.
Peter H. Seeberger, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Citation

Xu, F.-F., Pereira, C. L., & Seeberger, P. H. (2017). 1,3-Dibromo-5,5-dimethylhydantoin as promoter for glycosylations using thioglycosides. Beilstein Journal of Organic Chemistry, 13, 1994-1998. doi:10.3762/bjoc.13.195.

Cite as: https://hdl.handle.net/11858/00-001M-0000-002D-FD44-0

Abstract

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.