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Synthesis of the Racemate of (Z)-exo-α-Bergamotenal, a Pheromone Component of the White-spotted Spined Bug,Eysarcoris parvusUhler
Author(s) -
Hossein Heidary,
Shigefumi Kuwahara,
Walter Soares Leal,
Hong-Chao MEN
Publication year - 2002
Publication title -
bioscience biotechnology and biochemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.509
H-Index - 116
eISSN - 1347-6947
pISSN - 0916-8451
DOI - 10.1271/bbb.66.1415
Subject(s) - regioselectivity , wittig reaction , pheromone , stereochemistry , component (thermodynamics) , sequence (biology) , sex pheromone , chemistry , biology , organic chemistry , physics , botany , catalysis , biochemistry , thermodynamics
The racemate of (Z)-exo-alpha-bergamotenal, a sex pheromone component of the white-spotted spined bug, was synthesized from racemic exo-alpha-bergamotene by a five-step sequence involving regioselective epoxidation and (Z)-selective Wittig olefination reactions. The 1H- and 13C-NMR spectra of the synthetic sample were identical with those of the natural material.

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