✦ LIBER ✦
Deoxy-nitrosugars 8th communication Convenient preparation of 1-C-nitroglycosyl chlorides. Halonitro ethers from hydroxy oximes
✍ Scribed by Roger Meuwly; Andrea Vasella
- Publisher
- John Wiley and Sons
- Year
- 1984
- Tongue
- German
- Weight
- 240 KB
- Volume
- 67
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
Partially protected 4‐ or 5‐hydroxy‐sugar oximes were transformed into 5‐ or 6‐membered 1‐C‐nitroglycosyl chlorides, respectively, by reaction with NaOCl under phase‐transfer conditions. With the exception of the oxidation of the gluco‐derivative 1 giving the anomers 6 and 7, the reactions were completely diastereoselective.