S. Kuwahara et al., SYNTHESIS OF BOTH ENANTIOMERS OF 15-HEXADECANOLIDE, A SEX-PHEROMONE COMPONENT OF THE STINK BUG, PIEZODORUS-HYBNERI, Bioscience, biotechnology, and biochemistry, 62(6), 1998, pp. 1261-1263
Both enantiomers of 15-hexadecanolide, a sex pheromone component of th
e stink bug (Piezodorus hybneri), were synthesized by using the Yamagu
chi or Mitsunobu macrolactonization reaction of (R)-15-hydroxyhexadeca
noic acid prepared from ethyl (R)-beta-hydroxybutyrate in 5 steps.