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

被引：9

作者：

Xu, Fei-Fei ^{[1
,2
]}

Pereira, Claney L. ^{[1
,3
]}

Seeberger, Peter H. ^{[1
,2
]}

机构：

[1] Max Planck Inst Colloids & Interfaces, Dept Biomol Syst, Muhlenberg 1, D-14476 Potsdam, Germany

[2] Free Univ Berlin, Dept Chem & Biochem, Arnimallee 22, D-14195 Berlin, Germany

[3] Vaxxilon Deutschland GmbH, Magnusstr 11, D-12489 Berlin, Germany

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 13卷

关键词：

automated glycan assembly; 1,3-dibromo-5,5-dimethylhydantoin; glycosylation; promoter; thioglycosides; AUTOMATED SOLID-PHASE; GLYCOSIDIC LINKAGES; MEDIATED FORMATION; CHEMICAL-SYNTHESIS; ACTIVATION; TRIFLATE; STEREOSELECTIVITY; OLIGOSACCHARIDES; COMBINATION; REAGENTS;

D O I：

10.3762/bjoc.13.195

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：1994 / 1998

页数：5

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