Download PDF
Synthesis 2001; 2001(2): 0229-0234
DOI: 10.1055/s-2001-10806
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.

Preparation of Methyl 2,3-Anhydro- and 2,3-O-Sulfinylfuranosides from Unprotected Furanosides Using the Mitsunobu Reaction

Oliver Schulze* , Jürgen Voss, Gunadi Adiwidjaja
  • *Institut für Organische Chemie der Universität Hamburg, Martin-Luther-King-Platz 6, 20146 Hamburg, Germany; Fax +49(040)428385592; E-mail: voss§chemie.uni-hamburg.de
Further Information

Publication History

Publication Date:
31 December 2001 (online)

  PDF Download  Permissions and Reprints All articles of this category

A new two step procedure for the synthesis of methyl 2,3-anhydro-α-d-lyxofuranoside and methyl 2,3-anhydro-β-d-ribofuranoside from d-xylose involving the intramolecular Mitsunobu reaction is presented. Likewise, methyl 2,3-anhydro-α-l-lyxofuranoside is obtained from l-arabinose. Cyclic sulfites with d-ribo configuration, synthetic equivalents of the corresponding anhydrosugars, are prepared in three steps from d-ribose.

carbohydrates - epoxides - Mitsunobu reaction - sulfites - X-ray structure analysis