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Synthesis of (3R)-3-Hydroxy-2-Hexanone, (2R,3R)-2,3-hexanediol and (2S,3R)-2,3-hexanediol, the Male Sex Pheromone ofHylotrupes bajulus andPyrrhidium sanguineum (cerambycidae)

✍ Scribed by Schröder, Frank ;Fettköther, Regina ;Noldt, Uwe ;Dettner, Konrad ;König, Wilfried A. ;Francke, Wittko

Publisher
John Wiley and Sons
Year
1994
Tongue
English
Weight
856 KB
Volume
1994
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

The following compounds were identified as male pheromone components of the longhorn beetles Hylotrupes bajulus and Pyrrhidium sanguineum: (3__R__)‐3‐hydroxy‐2‐hexanone [(3__R__)‐1], (2__S__,3__R__)‐2,3‐hexanediol [(2__S__,3__R__)‐4] and (2__R__,3__R__)‐2,3‐hexanediol [(2__R__,3__R__)‐4]. The syntheses of enantiomerically pure samples, enantiomeric separation by chiral gas chromatography and unambiguous structure assignment of the target compounds are described.

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