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Synthesis 1994; 1994: 1257-1261
DOI: 10.1055/s-1994-25676

© 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.
 
 
Synthese der natürlichen R-( - )Enantiomere dreier Galbanum-Harz Macrolide
 
Hans Jürgen Bestmann*, Wilfried Kellermann
*Institut für Organische Chemie der Universität Erlangen-Nürnberg, Henkestr. 42, D-91054 Erlangen, Germany

The three macrolides 1, 2 and 3 isolated from galbanum resin were synthesized starting from ω-bromoacetals 9. The key step is the buffered intramolecular Wittig reaction of the ylides 14 and 23 to afford the α,β-unsaturated lactones 15, 16 and 24. Hydrogenation of these lactones gives the title macrolides in (R)-configuration.

 
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