Download PDF
Synthesis 1996; 1996(6): 687-689
DOI: 10.1055/s-1996-4279
short paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Cyclic Sulfates as Alkylating Agents in Anomeric O-Alkylation of Glucose - Synthesis of New Surfactants

Wolfgang Klotz, Richard R. Schmidt*
  • *Fakultät Chemie, Universität Konstanz, Postfach 5560 M 725, D-78434 Konstanz, Germany, Fax +49(7531)883135
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

Reaction of cyclic 1,2-sulfates 2a-c with glucose directly furnished sodium 1-(glucopyranosyloxymethyl) alkyl sulfates 3a-c. Their treatment with acid led cleanly to desulfation and gave 2-hydroxyalkyl glucopyranosides 4a-c which exhibit very promising surfactant properties. The structure of these compounds were assigned via the per-O-acetyl derivatives 5a α -5c α and 5a β -5c β .

cyclic 1,2-sulfates - desulfation - surfactants - sodium 1-(glucopyranosyloxymethyl) alkyl sulfates - 2-hydroxyalkyl glycopyranosides