Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2004, Issue 2, Pages 406-412Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200300541
Keywords
asymmetric synthesis; bioorganic chemistry; fluorine; pheromones; radical reaction
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Substitution of fluorine atoms on an organic molecule makes it possible to modify the molecular orbital and electron density of the surface without changing its molecular shape. Point-fluorinated analogues of the sex pheromone of the male African sugarcane borer were synthesized in optically active forms and their pheromone activities were investigated using an EAG test. The EAG activity of these point-fluorinated pheromone analogues indicates that the point of fluorination has a critical influence on the pheromone activity. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004).
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