Dipolar cycloaddition reactions on a soluble polymer-supported dipolarophile: Synthesis of sugar-derived triazoles
β Scribed by Martin Moore; Peter Norris
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 200 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
An organic-soluble polymer-supported alkyne has been employed as a dipolarophile in 1,3-dipolar cycloaddition reactions with azides. Several carbohydrate-derived azides react to form mixtures of regioisomeric triazoles in good to high yields, and the thus formed heterocycles are freed from the polymer under mild conditions using NaBH4 in ethanol.
π SIMILAR VOLUMES
The reaction of hemiacetal 2a, from the sugar derived a,b-unsaturated ester 1a, with N-benzylhydroxylamine hydrochloride in situ generates an N-benzylnitrone as a 1,3-dipole, which spontaneously undergoes diastereo-and regioselective intramolecular nitrone olefin cycloaddition to afford a hydroxy fu
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.