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" |
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" |