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Synthesis and pheromonal properties of (Z)-7,7-difluoro-8-dodecenyl acetate, a difluoro derivative of the sex pheromone of the oriental fruit moth

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
30
Issue
25
Identifiers
DOI: 10.1016/s0040-4039(00)99212-8
Disciplines
  • Biology
  • Chemistry
  • Mathematics

Abstract

Abstract A synthesis of allylic difluorides is described, exemplified by the preparation of the title compound, which was shown to elicit the biological responses characteristic of (Z)-8-dodecenyl acetate, the pheromone of the Oriental fruit moth. It is concluded that the geometry of the double bond rather than its chemical reactivity is essential for biological activity.

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