1,3-Dibromo-5,5-dimethylhydantoin as promoter for glycosylations using thioglycosides
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-promoter...
| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2017-09-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.13.195 |
| _version_ | 1818617799820443648 |
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| author | Fei-Fei Xu Claney L. Pereira Peter H. Seeberger |
| author_facet | Fei-Fei Xu Claney L. Pereira Peter H. Seeberger |
| author_sort | Fei-Fei Xu |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-12-16T17:11:27Z |
| format | Article |
| id | doaj.art-b8f1ac15b3a348ca91395cbe2474616e |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-16T17:11:27Z |
| publishDate | 2017-09-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-b8f1ac15b3a348ca91395cbe2474616e2022-12-21T22:23:24ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972017-09-011311994199810.3762/bjoc.13.1951860-5397-13-1951,3-Dibromo-5,5-dimethylhydantoin as promoter for glycosylations using thioglycosidesFei-Fei Xu0Claney L. Pereira1Peter H. Seeberger2Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam, GermanyDepartment of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam, GermanyDepartment of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam, Germany1,3-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.https://doi.org/10.3762/bjoc.13.195automated glycan assembly1,3-dibromo-5,5-dimethylhydantoinglycosylationpromoterthioglycosides |
| spellingShingle | Fei-Fei Xu Claney L. Pereira Peter H. Seeberger 1,3-Dibromo-5,5-dimethylhydantoin as promoter for glycosylations using thioglycosides Beilstein Journal of Organic Chemistry automated glycan assembly 1,3-dibromo-5,5-dimethylhydantoin glycosylation promoter thioglycosides |
| title | 1,3-Dibromo-5,5-dimethylhydantoin as promoter for glycosylations using thioglycosides |
| title_full | 1,3-Dibromo-5,5-dimethylhydantoin as promoter for glycosylations using thioglycosides |
| title_fullStr | 1,3-Dibromo-5,5-dimethylhydantoin as promoter for glycosylations using thioglycosides |
| title_full_unstemmed | 1,3-Dibromo-5,5-dimethylhydantoin as promoter for glycosylations using thioglycosides |
| title_short | 1,3-Dibromo-5,5-dimethylhydantoin as promoter for glycosylations using thioglycosides |
| title_sort | 1 3 dibromo 5 5 dimethylhydantoin as promoter for glycosylations using thioglycosides |
| topic | automated glycan assembly 1,3-dibromo-5,5-dimethylhydantoin glycosylation promoter thioglycosides |
| url | https://doi.org/10.3762/bjoc.13.195 |
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