title: Identification, syntheses, and characterization of the geometric isomers of 9,11-hexadecadienal from female pheromone glands of the sugar cane borer Diatraea saccharalis.
abstract: Chemical analysis of the pheromone glands of the sugar cane borer Diatraea saccharalis has shown the presence of the four geometric isomers of 9,11-hexadecadienal (1-4), in addition to hexadecanal and (Z)-hexadec-11-enal. We here report the syntheses and characterization of compounds 1-4. One starting material, 9-decen-1-ol, has been used to obtain all of them via divergent synthetic routes.
authors.affiliation: Department of Chemistry, Organic Chemistry, The Royal Institute of Technology, SE-10044 Stockholm, Sweden.
authors.forename: Ellen M
authors.initials: EM
authors.lastname: Santangelo
authors.forename: Myrian
authors.initials: M
authors.lastname: Coracini
authors.forename: Peter
authors.initials: P
authors.lastname: Witzgall
authors.forename: Arlene G
authors.initials: AG
authors.lastname: Correa
authors.forename: C Rikard
authors.initials: CR
authors.lastname: Unelius
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry*; D000466:Alkadienes / Q000138:chemical synthesis* / Q000737:chemistry*; D000818:Animals; D001938:Brazil; D005260:Female; D007915:Lepidoptera / Q000737:chemistry*; D013058:Mass Spectrometry; D019906:Nuclear Magnetic Resonance, Biomolecular; D010675:Pheromones / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D000466:Alkadienes; D010675:Pheromones