**Free sugar radicals. V. Deoxyhydroxylaminosugar derivatives and related compounds** We describe several synthetic routes to deoxyhydroxylaminosugar derivatives of the type Glyc‐N(OH)‐R where Glyc stands for a sugar moiety linked by any of its C‐atoms except the anomeric one and R for one of the f
C-Glycosides V: Données mécanistiques sur l'halogénation d'hydrazones et d'oximes dérivées de sucres. Communication préliminaire
✍ Scribed by J. M. J. Tronchet; Br. Baehler; N. Le-Hong; P. F. Livio
- Publisher
- John Wiley and Sons
- Year
- 1971
- Tongue
- German
- Weight
- 386 KB
- Volume
- 54
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
The bromination of aldehydo‐sugars p‐nitrophenylhydrazones has been studied and the gem‐bromo‐azo intermediates isolated and characterized in some cases. In the same way, in the chlorination of aldehydo‐sugars oximes gem‐chloro‐nitroso intermediates have been obtained and in some instances isolated. These observations support a S~E~2′ mechanism for such reactions.
📜 SIMILAR VOLUMES
## Abstract The syntheses of three types of sugar nitrones (aldonitrone, ketonitrone and α‐β unsaturated aldonitrone) are described. On 1,3‐dipolar cycloaddition with phenylacetylene, the aldonitrone gave two Δ~4~‐isoxazolines epimeric at the new asymetric carbon, while the same reaction on the ket