ArticleThe Journal of organic chemistry2011
On orthogonal and selective activation of glycosyl thioimidates and thioglycosides: application to oligosaccharide assembly.
Article in The Journal of organic chemistry, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
10 citing papers in PubMed.
- SFox imidates as versatile glycosyl donors for chemical glycosylation.Organic & biomolecular chemistry · 2024Article
- Activation of thioglycosides under mild alkylation conditions.Carbohydrate research · 2023Article
- Activation of Thioglycosides with Copper(II) Bromide.Molecules (Basel, Switzerland) · 2022Article
- Synthesis and Glycosidation of Anomeric Halides: Evolution from Early Studies to Modern Methods of the 21st Century.Chemical reviews · 2022Review
- Leloir Glycosyltransferases in Applied Biocatalysis: A Multidisciplinary Approach.International journal of molecular sciences · 2019Review
- Automated Chemical Oligosaccharide Synthesis: Novel Approach to Traditional Challenges.Chemical reviews · 2018Review
- S-Benzimidazolyl (SBiz) Imidates as a Platform for Oligosaccharide Synthesis via Active-Latent, Armed-Disarmed, Selective, and Orthogonal Activations.The Journal of organic chemistry · 2017Article
- Chemical O-Glycosylations: An Overview.ChemistryOpen · 2016Review
- Appel-reagent-mediated transformation of glycosyl hemiacetal derivatives into thioglycosides and glycosyl thiols.Beilstein journal of organic chemistry · 2013Article
- Glycosyl Thioimidates as Versatile Building Blocks for Organic Synthesis.Chemistry of heterocyclic compounds · 2012Article
Corrections and comments
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Authors and funding
2 authors.
Funding
Abstract
Discrimination among S-thiazolinyl (STaz), S-benzoxazolyl (SBox), and S-ethyl anomeric leaving groups was achieved by fine-tuning activation conditions. Preferential glycosidation of a certain leaving group is determined neither by the strength of the activating reagent nor by the stability of the leaving group itself; instead, the type of activation plays the key role. The activation conditions established herein were applied to a sequential five-step synthesis of a hexasaccharide using six monosaccharide building blocks equipped with six different leaving groups.
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Registered trials
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