Protecting group free glycosidations using p-toluenesulfonohydrazide donors
| Autor: | Anna V. Gudmundsdottir, Mark Nitz |
|---|---|
| Rok vydání: | 2008 |
| Předmět: |
Azides
Glycosylation Molecular Structure Stereochemistry Organic Chemistry food and beverages Alcohol Stereoisomerism macromolecular substances Oxazoline Biochemistry carbohydrates (lipids) Tosyl Compounds chemistry.chemical_compound Residue (chemistry) chemistry lipids (amino acids peptides and proteins) Glycosyl Azide Glycosides Physical and Theoretical Chemistry Protecting group Oxazoles |
| Zdroj: | Organic letters. 10(16) |
| ISSN: | 1523-7052 |
| Popis: | N'-Glycopyranosylsulfonohydrazides are introduced as glycosyl donors for protecting group free synthesis of O-glycosides, glycosyl azides, and oxazolines. Mono- and disaccharides containing a reducing terminal N-acetylglucosamine residue were condensed with p-toluenesulfonylhydrazide to give the desired beta- d-pyranose donors. These donors can be activated with NBS and then glycosidated with the desired alcohol or transformed to the oxazoline or glycosyl azide. |
| Databáze: | OpenAIRE |
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