Premium
Dérivés C‐glycosyliques XXIII . Radicaux libres stables dérivés de sucre Communication préliminaire
Author(s) -
Tronchet Jean M. J.,
Mihaly Eva,
Geoffroy Michel
Publication year - 1975
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.19750580422
Subject(s) - chemistry , radical , glycosyl , butane , moiety , nitrone , stereochemistry , medicinal chemistry , organic chemistry , catalysis , cycloaddition
Treated with 2,3‐dimethyl‐2,3‐bis‐(hydroxylamino)‐butane, aldehydo‐dialdofuranoses ( 1 ) gave a mixture of two compounds: a 1,3‐dihydroxyimidazolidine ( 2 ) and a 1‐hydroxyimidazoline ( 3 ). Oxidation (PbO 2 ) of compounds 3 gave stable free radicals having the structure of 2‐C‐Glycosyl‐4,4,5,5‐tetramethylimidazolines 1‐oxyl ( 4 ), whereas 2‐C‐Glycosyl‐4,4,5,5‐tetramethylimidazolines 3‐oxide 1‐oxyl ( 5 ) were formed by oxidation of 2 . The ESR. spectra of compounds 4 and 5 establish the structure of the imidazoline part of these radicals and provide informations on the sugar moiety.