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Synthesis and NMR analysis of spiranic heterocycles from carbohydrate derivatives
Author(s) -
Alho Miriam A. Martins,
D'Accorso Norma B.
Publication year - 2007
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570440425
Subject(s) - chemistry , pyranose , furanose , nucleophile , carbohydrate , two dimensional nuclear magnetic resonance spectroscopy , stereochemistry , carbon 13 nmr , organic chemistry , computational chemistry , ring (chemistry) , catalysis
We report the synthesis of some furanose and pyranose acylhydrazones and their heterocyclization products. The new compounds were characterized physically and spectroscopically and the syn‐anti and ( R )‐( S ) configuration was determined by NOESY experiments. We discuss the influence of the nucleophile, the temperature and the precursor structure on the heterocyclization products.