title: Enantiospecific Synthesis of Both Enantiomers of the Longtailed Mealybug Pheromone and Their Evaluation in a New Zealand Vineyard.
abstract: The irregular monoterpenoid sex pheromone of Pseudococcus longispinus and its enantiomer were prepared from the corresponding bornyl acetates. The use of readily accessible chiral starting materials and lactone-lactone rearrangement are the highlights of the present synthesis. The biological activities of the two enantiomers and racemic mixture were tested in a New Zealand vineyard. The (S)-(+)-enantiomer was significantly more attractive to P. longispinus males than the racemic mixture or the (R)-(-)-enantiomer.
authors.forename: Remya
authors.initials: R
authors.lastname: Ramesh
authors.forename: Vaughn
authors.initials: V
authors.lastname: Bell
authors.forename: Andrew M
authors.initials: AM
authors.lastname: Twidle
authors.forename: Rajesh
authors.initials: R
authors.lastname: Gonnade
authors.forename: D Srinivasa
authors.initials: DS
authors.lastname: Reddy
mesh_terms: D000818:Animals; D001686:Biological Phenomena; D006430:Hemiptera / Q000737:chemistry; D007783:Lactones / Q000737:chemistry*; D008297:Male; D009520:New Zealand; D010675:Pheromones / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D007783:Lactones; D010675:Pheromones