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...

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Detalles Bibliográficos
Autores principales: Xu, Fei-Fei, Pereira, Claney L, Seeberger, Peter H
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2017
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5629399/
https://www.ncbi.nlm.nih.gov/pubmed/29062419
http://dx.doi.org/10.3762/bjoc.13.195
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author Xu, Fei-Fei
Pereira, Claney L
Seeberger, Peter H
author_facet Xu, Fei-Fei
Pereira, Claney L
Seeberger, Peter H
author_sort Xu, Fei-Fei
collection PubMed
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.
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spelling pubmed-56293992017-10-23 1,3-Dibromo-5,5-dimethylhydantoin as promoter for glycosylations using thioglycosides Xu, Fei-Fei Pereira, Claney L Seeberger, Peter H Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2017-09-22 /pmc/articles/PMC5629399/ /pubmed/29062419 http://dx.doi.org/10.3762/bjoc.13.195 Text en Copyright © 2017, Xu et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Xu, Fei-Fei
Pereira, Claney L
Seeberger, Peter H
1,3-Dibromo-5,5-dimethylhydantoin as promoter for glycosylations using 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 Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5629399/
https://www.ncbi.nlm.nih.gov/pubmed/29062419
http://dx.doi.org/10.3762/bjoc.13.195
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