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Beilstein J Org Chem


Title:A protecting group-free synthesis of the Colorado potato beetle pheromone
Author(s):Wu Z; Jager M; Buter J; Minnaard AJ;
Address:"Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 7, 9747 AG, Groningen, The Netherlands"
Journal Title:Beilstein J Org Chem
Year:2013
Volume:20131106
Issue:
Page Number:2374 - 2377
DOI: 10.3762/bjoc.9.273
ISSN/ISBN:1860-5397 (Print) 1860-5397 (Electronic) 1860-5397 (Linking)
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 beetle Leptinotarsa decemlineata aggregation pheromone catalysis natural product oxidation;
Notes:"PubMed-not-MEDLINEWu, Zhongtao Jager, Manuel Buter, Jeffrey Minnaard, Adriaan J eng Germany 2013/12/25 Beilstein J Org Chem. 2013 Nov 6; 9:2374-7. doi: 10.3762/bjoc.9.273. eCollection 2013"

 
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