Synthesis 1989; 1989(6): 419-423
DOI: 10.1055/s-1989-27271
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Kumulierte Ylide XX.1 Synthesen (E)-α,β-ungesättigter macrocyclischer Lactone durch intramolekulare Wittig-Olefinierung via Triphenylphosphoranylidenketen2

Hans Jürgen Bestmann* , Rainer Schobert
  • *Institut für Organische Chemie der Universität Erlangen-Nürnberg, Henkestraße 42, D-8520 Erlangen, Federal Republic of Germany
Further Information

Publication History

Publication Date:
17 September 2002 (online)

Cumulated Ylides XX.1 Syntheses of (E)-α,β-Unsaturated Macrocyclic Lactones by Intramolecular Wittig-Olefination via Triphenylphosphoranylideneketene2 Two methods for closure of macrocyclic lactone rings by intramolecular Wittig reaction of (ω-oxoalkoxy)carbonylmethylenetriphenylphosphoranes are described. The latter are easily accessible by addition of the appropriate (free or protected) ω-hydroxyalkanals to the cumulated ylide triphenylphosphoranylideneketene. Examples are then given for the use of these methods in natural product synthesis.