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Synlett 2001; 2001(4): 0553-0556
DOI: 10.1055/s-2001-12318
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Gram Scale-up Synthesis of all-(Z)-Cyclododecatetraene: A Comparison between Intramolecular Wittig and Ring Closing Metathesis Approaches

Sophie Guiard* , Maurice Santelli, Jean-Luc Parrain
  • *Laboratoire de Synthèse Organique associé au CNRS (UMR 6009), Faculté des Sciences de Saint Jérôme, Avenue Escadrille Normandie-Niemen, 13397 Marseille Cedex 20, France; E-mail: jl.parrain@lso.u-3mrs.fr
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Publication Date:
31 December 2001 (online)

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A total synthesis of all-(Z)-cyclododeca-1,4,7,10-tetraene was achieved in 28% overall yield using an intramolecular Wittig reaction as key step while an approach based on ring closing metathesis was found ineffective.

all-(Z)-cyclododeca-1,4,7,10-tetraene - intramolecular Wittig reaction - ring closing metathesis - tetradecapenta-1,4,7,10,13-ene