204978-66-5Relevant articles and documents
Identification and Synthesis of Vesperal, the Female Sex Pheromone of the Longhorn Beetle Vesperus xatarti
Boyer, Francois-Didier,Malosse, Christian,Zagatti, Pierre,Einhorn, Jacques
, p. 757 - 764 (2007/10/03)
10-Oxoisopiperitenone and 10-hydroxyisopiperitenone (for which the trivial names vesperal and vesperol are proposed) were identified using various EIMS (or MS-MS), CIMS data and GC-Fourier transform infrared obtained from the female-specific semiochemicals of the longhorn beetle Vesperus xatarti.Their structure was confirmed by synthesis via a Diels-Alder reaction and appropriate oxidation steps.The role of the female sex pheromone for vesperal was demonstrated.Comparison of the HPLC retention time of natural vesperal with those of synthesized pure enantiomers revealed that the natural compound has (S)-stereochemistry.- Keywords: 10-oxoisopiperitenone; 10-hydroxyisopiperitenone; mass spectrometry, pheromone; Cerambycidae; Vesperus xatarti.