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Synlett 1995; 1995(11): 1135-1137
DOI: 10.1055/s-1995-5193
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A Short and Easy Route to Conjugated all-E-Trienes and Tetraenes. Application to the Synthesis of Navenone B and Lignarenone B

Guy Solladié* , Françoise Colobert, Guy B. Stone
  • *Laboratoire de Stéréochimie, Université Louis Pasteur (EHICS), 1 rue Blaise Pascal, 67008 Strasbourg, France, Fax (33) 88 61 65 31; e-mail Solladie@chimie.u-strasbg.fr
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Publication Date:
31 December 2000 (online)

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The synthesis of navenone B and lignarenone B, two alarm pheromones, is described. The all-trans triene and tetraene moieties of these molecules were obtained with a high stereoselectivity by reductive elimination induced by Zn/Cu from the corresponding 1,6-diol-2,4-diynes.

Diacetylene - 1,6-diol-2,4-diyne - all-trans triene - all-trans tetraene - Zn/Cu - reductive elimination - navenone B - lignarenone B