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

被引:63
作者
ALAMI, M
GUEUGNOT, S
DOMINGUES, E
LINSTRUMELLE, G
机构
[1] Laboratoire de Chimie, Ecole Normale Supérieure, 75231 Paris Cedex 05, 24, Rue Lhomond
关键词
D O I
10.1016/0040-4020(94)00991-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The (PdCu)-catalyzed reactions of trimethylsilyl acetylene with (E) or (Z)-chloroenymes, or 1-chloro-(1E,3E)-dienes, followed by desilylation and zinc-reduction of the triple bonds led respectively to (3E,5Z), (3Z,5Z) and (3E,SE)-trienes. Application to the syntheses of galbanolenes and (9Z,11E)-9,11,13-tetradecatrien-1-yl acetate has been realized.
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页码:1209 / 1220
页数:12
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