A NOVEL PALLADIUM-CATALYZED DEOXYGENATION OF ENEDIOLS TO 1,3-DIENES

被引：0

作者：

TROST, BM ^{[1
]}

TOMETZKI, GB ^{[1
]}

机构：

[1] STANFORD UNIV, STANFORD, CA 94305 USA

来源：

SYNTHESIS-STUTTGART | 1991年 / 12期

关键词：

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Hydroxylative Knoevenagel condensation of aldehydes followed by reduction provides a simple entry to 1,4-enediols. Subjecting the dicarbonate to a palladium(0) catalyst in the presence of triisopropyl phosphite achieves a, mild vinylogous deoxygenation to (E)-1,3-dienes. Stereocontrolled synthesis of the sex pheromone of the red bollworm moth, (E)-9,11-dodecadienyl acetate, and a formal synthesis of the cotton boll weevil antifeedant, alpha-eleostearic acid, demonstrate the utility of this new methodology.

引用

页码：1235 / 1245

页数：11

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