131636-82-3Relevant academic research and scientific papers
New syntheses of the rice moth and stink bug pheromones by employing (2R, 6S)-7-acetoxy-2,6-dimethyl-1-heptanol as a building block
Nakamura, Yoshihide,Mori, Kenji
, p. 1713 - 1721 (2007/10/03)
(2R, 6R, 10R)-6,10,14-Trimethyl-2-pentadecanol, the female pheromone of the rice moth (Corcyra cephalonica), and methyl (2R, 6R, 10R)-2,6,10-trimethyltridecanoate, the male pheromone of the stink bug (Euschistus heros) were synthesized by employing (2R, 6S)-7-acetoxy-2,6-dimethyl-1-heptanol as the common chiral building block.
Pheromone Synthesis, CXXVI. Synthesis and Biological Activity of Four Stereoisomers of 6,10,14-Trimethyl-2-pentadecanol, the Female-Produced Sex Pheromone of Rice Moth (Corcyra cephalonica)
Mori, Kenji,Harada, Hironori,Zagatti, Pierre,Cork, Alan,Hall, David R.
, p. 259 - 267 (2007/10/02)
The synthesis of four stereoisomers of the female-produced sex pheromone of the rice moth (Corcyra cephalonica) was achieved by starting from (R)-2a, (R)- or (S)-3a, and (R)- or (S)-4 and using alkylation of alkyl phenyl sulfones as the coupling reaction.Behavioral bioassy of each isomer revealed (2R,6R,10R)-1a to be eight times more active than a diastereomeric mixture of equal amounts of the eight possible stereoisomers, indicating that (2R,6R,10R)-1a is probably the natural pheromone or at least themajor component of the female blend.Electrophysiological bioassy also confirmed the high activity of (2R,6R,10R)-1a.
