o-43

(O-43)SYNTHESIS OF PHEROMONES OF PINE SAWFLIES

Hans-Erik Högberg and Erik Hedenström

Department of Chemistry and Process Technology, Mid Sweden University, 851 70 Sundsvall, Sweden.


Larvae from especially Neodiprion sertifer, Diprion pini, Gilpinia frutetorum, Gilpinia pallida, Microdiprion pallipes and Macrodiprion nemoralis are responsible for the defoliation of large areas in Europe. Within the frame of a recently concluded EU-project (PHERODIP) we have supplied synthetic pine sawfly pheromones in order to develop pheromone based control methods for the diprionid sawflies including monitoring and mass disruption. The pheromones from diprionid sawflies, identified so far, are chiral, long chain secondary esters with a varying number of methyl groups in the chain. In most species, only one stereoisomer is the attractant, while others may have inhibitory effects1. In order to supply highly pure compounds for biological tests we have developed highly selective synthetic routes to allow for the preparation of enantiomerically and diastereomerically pure sawfly pheromones2,3,4.
1O. Anderbrant, J. Löfqvist, E. Hedenström, H.-E. Högberg, M. Bengtsson, G. Magnusson, Entomologia Experimentalis et Applicata, 62, 169-181 (1992).
2G. Bergström, A.-B. Wassgren, O. Anderbrant, E. Hedenström J. Fägerhag, H. Edlund, C. Geri, M. Varama, B. S. Hansson , J. Löfqvist, H.-E Högberg, Experientia, 51, (1995) 370-380.
3G. Bergström, A.-B. Wassgren, O. Anderbrant, S. A. Ochieng, F. Östrand E. Hedenström and H.-E. Högberg, Naturwissenschaften, 85 (1998), 244-248.
4S. Karlsson and E. Hedenström, Acta Chem. Scand., 53, 620-630 (1999).


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