title: Synthesis of Both Enantiomers of 15-Hexadecanolide, a Sex Pheromone Component of the Stink Bug, Piezodorus hybneri.
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.
authors.affiliation: a Laboratory of Agricultural Chemicals, Faculty of Agriculture, Ibaraki University.
authors.forename: S
authors.initials: S
authors.lastname: Kuwahara
authors.affiliation: a Laboratory of Agricultural Chemicals, Faculty of Agriculture, Ibaraki University.
authors.forename: T
authors.initials: T
authors.lastname: Tsuruta
authors.affiliation: b Laboratory of Chemical Prospecting, National Institute of Sericultural and Entomological Science.
authors.forename: W S
authors.initials: WS
authors.lastname: Leal
authors.affiliation: a Laboratory of Agricultural Chemicals, Faculty of Agriculture, Ibaraki University.
authors.forename: O
authors.initials: O
authors.lastname: Kodama
keywords: 15-hexadecanolide; Piezodorus hybneri; macrolactonization; sex pheromone; stink bug