Synthesis and Field Evaluation of Stereoisomers and Analogues of 5-Methylheptadecan-7-ol, an Unusual Sex Pheromone Component of the Lichen Moth, Miltochrista calamina

@article{Muraki2014SynthesisAF,
  title={Synthesis and Field Evaluation of Stereoisomers and Analogues of 5-Methylheptadecan-7-ol, an Unusual Sex Pheromone Component of the Lichen Moth, Miltochrista calamina},
  author={Y. Muraki and Tomonori Taguri and Rei Yamakawa and T. Ando},
  journal={Journal of Chemical Ecology},
  year={2014},
  volume={40},
  pages={250-258}
}
  • Y. Muraki, Tomonori Taguri, +1 author T. Ando
  • Published 2014
  • Chemistry, Medicine
  • Journal of Chemical Ecology
  • Females of the lichen moth, Miltochrista calamina (Arctiidae, Lithosiinae), were previously shown to produce 5-methylheptadecan-7-ol (1) as a sex pheromone. In field tests, males were attracted only by the (5R,7R)-isomer of the four stereoisomers that were prepared by separation from two mixtures of diastereoisomers. A new route to (5R,7R)-1 starting from (S)-propylene oxide was developed utilizing the SN2 reaction of an optically active secondary tosylate and the Jacobsen hydrolytic kinetic… CONTINUE READING
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