Synthesis of both enantiomers of 15-hexadecanolide, a sex pheromone component of the stink bug, piezodoru

Abstract

Both enantiomers of 15-hexadecanolide, a sex pheromone component of the stink bug (Piezodorus hybneri), were synthesized by using the Yamaguchi or Mitsunobu macrolactonization reaction of (R)-15-hydroxyhexadecanoic acid prepared from ethyl (R)-β-hydroxybutyrate in 5 steps. © 1998 by Japan Society for Bioscience, Biotechnology, and Agrochemistry.