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7267902 
Journal Article 
SYNTHESIS OF (3R)-3-HYDROXY-2-HEXANONE, (2R,3R)-2,3-HEXANEDIOL AND (2S,3R)-2,3-HEXANEDIOL, THE MALE SEX-PHEROMONE OF HYLOTRUPES-BAJULUS AND PYRRHIDIUM-SANGUINEUM (CERAMBYCIDAE) 
Schroder, F; Fettkother, R; Noldt, U; Dettner, K; Konig, WA; Francke, W; , 
1994 
Liebigs Annalen der Chemie
ISSN: 0170-2041 
VCH PUBLISHERS INC 
DEERFIELD BEACH 
1211-1218 
The following compounds were identified as male pheromone components of the longhorn beetles Hylotrupes bajulus and Pyrrhidium sanguineum: (3R)-3-hydroxy-2-hexanone [(3R)-1], (2S,3R)-2,3-hexanediol [(2S,3R)-4] and (2R,3R)-2,3-hexanediol [(2R,3R)-4]. The syntheses of enantiomerically pure samples, enantiomeric separation by chiral gas chromatography and unambiguous structure assignment of the target compounds are described.