Castañeda, M.M., Barques, J.M., Primo, J., & Fuertes, I.N. 2019 Synthesis of the Sex Pheromone of the Oleander Scale (Aspidiotus nerii). Journal of Organic Chemistry 84: 8578−8588
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Notes: A total synthesis of the oleander scale [Aspidiotus nerii (Bouche)] sex pheromone, the unique sesquiterpenoid containing a cyclobutane moiety of this class of compounds, has been developed. In order to implement this sex pheromone as a new environmentally friendly tool to manage this pest, a more cost-effective, multigram synthesis was required. This new synthetic route, having a Blaise reaction, iron-catalyzed carbon−carbon coupling, and [2 + 2] photocycloaddition reactions as key steps, provides a general access to 4-alkyl lactones as well as a robust access to the target sex pheromone.
