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An Experimental Study on Colorado Potato Beetle Hibernation Under Natural Conditions
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A protecting group-free synthesis of the Colorado potato beetle pheromone
Zhongtao Wu1, Manuel Jäger1, Jeffrey Buter1
1Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 7, 9747 AG, Groningen, The Netherlands.
Beilstein Journal of Organic Chemistry
|December 25, 2013
Abstract:
A novel synthesis of the aggregation pheromone of the Colorado potato beetle, Leptinotarsa decemlineata, has been developed based on a Sharpless asymmetric epoxidation in combination with a chemoselective alcohol oxidation using catalytic [(neocuproine)PdOAc]2OTf2. Employing this approach, the pheromone was synthesized in 3 steps, 80% yield and 86% ee from geraniol.
Keywords:
Colorado potato beetleLeptinotarsa decemlineataaggregation pheromonecatalysisnatural productoxidation
