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Synthesis 1989; 1989(7): 537-539
DOI: 10.1055/s-1989-27309
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Stereocontrolled Synthesis of the Sex Pheromones of the Green Stink Bug

B. E. Marron* , K. C. Nicolaou
  • *Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104, USA
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Publikationsdatum:
17. September 2002 (online)

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The four diastereoisomeric 3′,4′-epoxides of (Z)-α-bisabolene, (+)-1, (+)-2, (-)-1 and (+)-2, have been synthesized by stereocontrolled sequences. Comparisons with natural materials collected from the stink bug Nezara viridula revealed that the pheromone blend of this species contains (+)-1 or (-)-2 as major epoxide and (+)-2 or (-)-1 as minor epoxide in varying ratios depending on the geographical site of collection.