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Org Biomol Chem

Title:		Enantioselective synthesis and determination of the absolute configuration of the male sex pheromone of the parasitoid wasp Urolepis rufipes
Author(s):		Melnik K; Grimm C; Wittbrodt J; Ruther J; Schulz S;
Address:		"Technische Universitat Braunschweig, Institute of Organic Chemistry, Hagenring 30, 38106 Braunschweig, Germany. stefan.schulz@tu-bs.de"
Journal Title:		Org Biomol Chem
Year:		2020
Volume:		18
Issue:		18
Page Number:		3463 - 3465
DOI:		10.1039/d0ob00614a
ISSN/ISBN:		1477-0539 (Electronic) 1477-0520 (Linking)
Abstract:		"Males of the parasitoid wasp Urolepis rufipes use 2,6-dimethyl-7-octene-1,6-diol as a sex pheromone to attract virgin females. Herein, we determine the absolute configuration of the pheromone to be (2S,6S)-2,6-dimethyl-7-octene-1,6-diol (2S,6S-6) and present a stereoselective synthesis of the natural enantiomer of this new linalool derivative. In addition, we show that female wasps respond to the natural 2S,6S-6 stereoisomer while 2R,6S-6 is behaviorally inactive"
Keywords:		Animals Male Molecular Structure Pheromones/*chemical synthesis/chemistry Sex Attractants Stereoisomerism Wasps;
Notes:		"MedlineMelnik, Kristina Grimm, Christopher Wittbrodt, Johannes Ruther, Joachim Schulz, Stefan eng England 2020/04/23 Org Biomol Chem. 2020 May 13; 18(18):3463-3465. doi: 10.1039/d0ob00614a"