Silicon-mediated skipped diene synthesis. Application to the melon fly pheromone
SR Wilson, PA Zucker
Index: Wilson, Stephen R.; Zucker, Paul A. Journal of Organic Chemistry, 1988 , vol. 53, # 20 p. 4682 - 4693
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Citation Number: 42
Abstract
The 1, l-diene unit is a key structural feature of many fatty acid derived natural products including arachidonic acid, several of the leukotrienes, and a variety of insect pheromones. In this paper substituted [2-[(tri-methylsilyl) methyl] cyclopropyl] carbinols are demonstrated to cleave readily, upon treatment with acid or upon conversion to the corresponding mesylates, to give mono-and disubstituted 1, l-pentadienes. Stereoselective formation of ...
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