Cyclic structure of the β(γ)-hydroxy-(mercapto)alkylimines of aldoses

Article abstract of DOI:10.1007/BF02311327

In solutions in DMSO-d₆, the products from the condensation of ethanolamine and 1,2- and 1,3-aminopropanols with aldoses are mixtures of the α- and β-pyranose forms, whereas the β-mercaptoethylimines of aldoses have the 1,3-thiazolidine structure. Glucose β-mercaptoethylimine is characterized by ring - chain tautomerism involving the α-pyranose and diastereomeric 1,3-thiazolidine tautomers. 1999 Kluwer Academic/Plenum Publishers.