title: Synthesis of the racemate of (Z)-exo-alpha-bergamotenal, a pheromone component of the white-spotted spined bug, Eysarcoris parvus Uhler.
abstract: 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.
authors.affiliation: Laboratory of Applied Bioorganic Chemistry, Division of Life Science, Graduate School of Agricultural Science, Tohoku University, Sendai, Japan.
authors.forename: Babak Heidary
authors.initials: BH
authors.lastname: Alizadeh
authors.forename: Shigefumi
authors.initials: S
authors.lastname: Kuwahara
authors.forename: Walter Soares
authors.initials: WS
authors.lastname: Leal
authors.forename: Hong-Chao
authors.initials: HC
authors.lastname: Men
mesh_terms: D000818:Animals; D007313:Insecta / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D000439:Pentanols / Q000138:chemical synthesis* / Q000737:chemistry; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D012724:Sex Attractants / Q000138:chemical synthesis* / Q000737:chemistry; D013055:Spectrophotometry, Infrared
chemical_list: D000439:Pentanols; D012717:Sesquiterpenes; D012724:Sex Attractants; C471415:alpha-bergamotenal