N-Halosuccinimide/AgNO3-Efficient Reagent Systems for One-Step Synthesis of 2-Haloglycals from Glycals: Application in the Synthesis of 2C-Branched Sugars via Heck Coupling Reactions
| Autor: | Yashwant D. Vankar, Suresh Dharuman |
|---|---|
| Rok vydání: | 2014 |
| Předmět: |
Molecular Structure
Organic Chemistry Succinimides Stereoisomerism Biochemistry Catalysis Hydrocarbons Brominated Silver nitrate chemistry.chemical_compound chemistry Heck reaction Reagent Silver Nitrate Organic chemistry Molecule Indicators and Reagents Glycosides Hydrocarbons Iodinated Physical and Theoretical Chemistry Methyl acrylate |
| Zdroj: | Organic Letters. 16:1172-1175 |
| ISSN: | 1523-7052 1523-7060 |
| Popis: | An expedient one-step synthesis of 2-iodoglycals and 2-bromoglycals from glycals using NIS/AgNO3 and NBS/AgNO3 as reagent systems has been developed. The utility of these 2-haloglycals has been demonstrated by converting them into 2C-branched glycals via the Heck coupling reaction. Ferrier reaction of tri-O-acetyl-2-iodoglycals followed by Heck coupling reaction with methyl acrylate leads to 2C-branched O-glycosides. |
| Databáze: | OpenAIRE |
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