Download PDF
Synthesis 1992; 1992(7): 618-620
DOI: 10.1055/s-1992-26175
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.

Phase Transfer Catalysis as a General and Stereoselective Entry into Glycosyl Azides from Glycosyl Halides

François D. Tropper* , Fredrik O. Andersson, Stéphane Braun, René Roy
  • *Department of Chemistry, University of Ottawa, Ottawa, Ontario, K1N 6N5, Canada
Further Information

Publication History

Publication Date:
17 September 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

Peracetylated glycosyl- and glycobiosyl bromides and chlorides 1-5 including acetochloroneuraminic acid 6 were converted to their corresponding glycosyl azides 7-12 in 93-98% yields under phase transfer catalyzed conditions. The stereoselective reactions occurred with complete inversion at the anomeric centers to provide a general, high-yielding entry into 1,2-trans-glycosyl azides together with α-sialic acid azide.

      >