title: A protecting group-free synthesis of the Colorado potato beetle pheromone.
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.
authors.affiliation: Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 7, 9747 AG, Groningen, The Netherlands.
authors.forename: Zhongtao
authors.initials: Z
authors.lastname: Wu
authors.affiliation: Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 7, 9747 AG, Groningen, The Netherlands.
authors.forename: Manuel
authors.initials: M
authors.lastname: Jäger
authors.affiliation: Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 7, 9747 AG, Groningen, The Netherlands.
authors.forename: Jeffrey
authors.initials: J
authors.lastname: Buter
authors.affiliation: Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 7, 9747 AG, Groningen, The Netherlands.
authors.forename: Adriaan J
authors.initials: AJ
authors.lastname: Minnaard
keywords: Colorado potato beetle; Leptinotarsa decemlineata; aggregation pheromone; catalysis; natural product; oxidation