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Deoxy‐nitrosugars 8th communication Convenient preparation of 1‐ C ‐nitroglycosyl chlorides. Halonitro ethers from hydroxy oximes
Author(s) -
Meuwly Roger,
Vasella Andrea
Publication year - 1984
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19840670622
Subject(s) - chemistry , anomer , derivative (finance) , organic chemistry , medicinal chemistry , economics , financial economics
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.
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