Tetrahedron

An efficient and stereoselective synthesis of insect pheromones by way of nickel-catalyzed Grignard reactions. Syntheses of gossyplure and pheromones of Eudia …

JP Ducoux, P Le Ménez, N Kunesch, G Kunesch…

Index: Ducoux, Jean-Philippe; Le Menez, Patrick; Kunesch, Nicole; Kunesch, Gerhard; Wenkert, Ernest Tetrahedron, 1992 , vol. 48, # 31 p. 6403 - 6412

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Citation Number: 15

Abstract

Three pheromones,(6Z, 11Z)-hexadeca-6, 11-dien-1-yl acetate (from Eudia pavonia),(5Z, 9Z)-heptacosa-5, 9-diene (from Drosophila melanogaster) and gossyplure, have been synthesized each by two consecutive consequences of nickel-assisted Grignard reactions with cyclic enol ethers and preparation of Grignard reagents from the resultant alcohols.

110-87-2

3,4-Dihydro-2H-pyran

~61%

144402-21-1

heptacosa-5,9-diene

Aliphatic Claisen rearrangement promoted by organoaluminium ...

[Takai; Mori; Oshima; Nozaki Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 2 p. 446 - 451]

Short, regio-and stereo-selective preparation of 1, 5-and 1,...

[Ducoux, Jean-Philippe; Menez, Patrick Le; Kunesch, Nicole; Kunesch, Gerhard; Wenkert, Ernest Tetrahedron Letters, 1990 , vol. 31, # 18 p. 2595 - 2598]

Facile syntheses for (5Z, 9Z)-5, 9-hexadecadienoic acid,(5Z,...

[Bestmann; Koschatzky; Schaetzke; et al. 1981 , vol. No. 9, p. 1705 - 1720]

Aliphatic Claisen rearrangement promoted by organoaluminium ...

[Takai; Mori; Oshima; Nozaki Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 2 p. 446 - 451]

Synthesis of trans olefins by a nickel-catalyzed reduction o...

[Ducoux, Jean-Philippe; Menez, Patrick Le; Kunesch, Nicole; Wenkert, Ernest Journal of Organic Chemistry, 1993 , vol. 58, # 5 p. 1290 - 1292]