Download PDF
Synlett 1992; 1992(11): 889-890
DOI: 10.1055/s-1992-21529
letter
© 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.

Stereoselective Synthesis of the trans 2,4-Disubstituted Butyrolactone Moiety of Annonaceous Acetogenins

Philippe Bertrand* , Jean-Pierre Gesson
  • *Laboratoire de Chimie XII, URA 1468, 40, Avenue du Recteur Pineau, F-86022 Poitiers, France
Further Information

Publication History

Publication Date:
08 March 2002 (online)

 PDF Download  Permissions and Reprints All articles of this category

The stereoselective preparation of the trans 2-alkyl-4-acetonylbutyrolactone moiety present in some bioactive mono or bis-tetrahydrofuran acetogenins has been carried out from glycidol tosylate using two consecutive alkylations. The formation of a methyl pyranoside from the intermediate mixture of epimeric cyano alcohols allows control of the relative 1,3-configurations before lactonization.