A New Route for the Synthesis of (±)-Seudenol |
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Authors: | GAO Zhu-Lin YIN Cai-Xia LIU Fu-Chu |
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Institution: | Department of Chemistry, Yunnan University, Kunming 650091 |
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Abstract: | Seudenol (3-methyl-2-cyclohexen-1-ol) is an aggregation pheromone isolated from female hindguts of the Douglas fir beetle, Dendroctonus pseudotsugae,by Vitél]. Sivlerstein reported that the natural seudenol is racemic2]. Racemic seudenols have been synthesized by various methods3-5], almost all of which have used 3-methyl-2-cyclohexen-1-one (4) as precursor or intermediate, followed by reduction. Among reduction of enone (4), most systems studied to date have focused on selective reduction of α, β-unsaturated ketone to the corrsponding allylic alcohol. But most of the reduction required special and expensive reagent3-5]. In this paper,a new convenient material route was reported to synthesize (±)-seudenol. The route is illustrated in the following scheme. |
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