> Merkliste Sie können Bookmarks mittels Listen verwalten, loggen Sie sich dafür bitte in Ihr SLUB Benutzerkonto ein.
Medientyp: E-Artikel Titel: Synthesis of (4R,9Z)‐9‐Octadecen‐4‐olide, the Female Sex Pheromone ofJanus integer, and Its Enantiomer Beteiligte: Shibata, Chié; Mori, Kenji Erschienen: Wiley, 2004 Erschienen in: European Journal of Organic Chemistry Sprache: Englisch DOI: 10.1002/ejoc.200300634 ISSN: 1434-193X; 1099-0690 Schlagwörter: Organic Chemistry ; Physical and Theoretical Chemistry Entstehung: Anmerkungen: Beschreibung: <jats:title>Abstract</jats:title><jats:p>Enantiomer separation of (±)‐8‐<jats:italic>tert</jats:italic>‐butyldiphenylsilyloxy‐1‐octyn‐3‐ol was achieved by lipase‐mediated asymmetric acetylation. The resolved (<jats:italic>R</jats:italic>)‐alkynol was converted into (4<jats:italic>R</jats:italic>,9<jats:italic>Z</jats:italic>)‐9‐octadecen‐4‐olide, which was identical with the female sex pheromone of the currant stem girdler (<jats:italic>Janus integer</jats:italic>). The absolute configuration of the natural pheromone was thus established as<jats:italic>R</jats:italic>. (4<jats:italic>S</jats:italic>,9<jats:italic>Z</jats:italic>)‐9‐Octadecen‐4‐olide was also synthesized, and found to be pheromonally inhibitory. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)</jats:p>