AN EFFICIENT SYNTHESIS OF 1,3(E),5(Z), 1,3(E),5(E) AND 1,3(Z),5(Z)-TRIENES - APPLICATION TO THE SYNTHESIS OF GALBANOLENES AND (9Z,11E)-9,11,13-TETRADECATRIEN-1-YL ACETATE

Authors
ALAMI M GUEUGNOT S DOMINGUES E LINSTRUMELLE G
Citation
M. Alami et al., AN EFFICIENT SYNTHESIS OF 1,3(E),5(Z), 1,3(E),5(E) AND 1,3(Z),5(Z)-TRIENES - APPLICATION TO THE SYNTHESIS OF GALBANOLENES AND (9Z,11E)-9,11,13-TETRADECATRIEN-1-YL ACETATE, Tetrahedron, 51(4), 1995, pp. 1209-1220
Citations number
32
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
4
Year of publication
1995
Pages
1209 - 1220
Database
ISI
SICI code
0040-4020(1995)51:4<1209:AESO11>2.0.ZU;2-X
Abstract
The (PdCu)-catalyzed reactions of trimethylsilyl acetylene with (E) or (Z)-chloroenymes, or 1-chloro-(1E,3E)-dienes, followed by desilylatio n and zinc-reduction of the triple bonds led respectively to (3E,5Z), (3Z,5Z) and (3E,SE)-trienes. Application to the syntheses of galbanole nes and (9Z,11E)-9,11,13-tetradecatrien-1-yl acetate has been realized .