Download PDF
Synthesis 1990; 1990(6): 533-534
DOI: 10.1055/s-1990-26932
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.

Acidic Opening of the Dihydropyran Ring of Hexa-O-acetyl-D-lactal and Subsequent Chain Elongation. Novel Approach to the Synthesis of Low Molecular Weight O-Glycosides Containing a Diacetoxypolyene Aglycone Moiety

G. A. Tolstikov* , A. G. Tolstikov, O. F. Prokopenko, L. M. Khalilov, V. N. Odinokov
  • *Institute of Chemistry, USSR Acad. Sci. Ural Department, Bashkirian Research Centre, Ufa, USSR
Further Information

Publication History

Publication Date:
17 September 2002 (online)

 PDF Download  Permissions and Reprints All articles of this category

Low molecular weight O-glycosides containing a diacetoxypolyene aglycone moiety were prepared by chain elongation with phosphoranes or with a phosphonate of (2E,4S,5R)-5,6-diacetoxy-4-(2,3,4,6-tetra-O-acetyl-ß-D-galactopyranyloxy) -2-hexenal (2), which was prepared from hexa-O-acetyl-D-lactal by acidic ring opening and subsequent acetylation.