A protecting group-free synthesis of the Colorado potato beetle pheromone

• Zhongtao Wu,
• Manuel Jäger,
• Jeffrey Buter and
• Adriaan J. Minnaard

Beilstein J. Org. Chem. 2013, 9, 2374–2377, doi:10.3762/bjoc.9.273

• ; catalysis; Colorado potato beetle; Leptinotarsa decemlineata; oxidation; natural product; Introduction The Colorado potato beetle Leptinotarsa decemlineata, a worldwide pest causing considerable damage in the US annually, has developed resistance to more than 25 insecticides [1][2][3][4]. For crop

• )-1,3-dihydroxy-3,7-dimethyl-6-octen-2-one (1, Figure 1) [8]. (S)-1 is attractive for both male and female Leptinotarsa decemlineata while (R)-1 is inactive or inhibitory, as was demonstrated by the inactivity of the racemate [7]. Since then, (S)-1 has been synthesized by the groups of Oliver [8], Mori

• Zhongtao Wu Manuel Jager Jeffrey Buter Adriaan J. Minnaard Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 7, 9747 AG, Groningen, The Netherlands 10.3762/bjoc.9.273 Abstract A novel synthesis of the aggregation pheromone of the Colorado potato beetle, Leptinotarsa