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C‐Glycosides V : Données mécanistiques sur l'halogénation d'hydrazones et d'oximes dérivées de sucres. Communication préliminaire
Author(s) -
Tronchet J. M. J.,
Baehler Br.,
LeHong N.,
Livio P. F.
Publication year - 1971
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.19710540318
Subject(s) - chemistry , glycoside , medicinal chemistry , stereochemistry , organic chemistry
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.