Sex pheromone produced by the female Japanese beetle: specificit

Details Sex pheromone produced by the female Japanese beetle: specificit Sex pheromone produced by the female Japanese beetle: specificit

1978-08-08

1979-12-18

Love, Ethel G.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

424 84, C07D30732

Patent

active

041794460

ABSTRACT:
(Z)-5-(1-decenyl)dihydro-2(3H)-furanone, isolated from virgin female Japanese beetles, Popilla Japonica, attracted males of the species in field bioassays. However, the synthesized racemic mixture of this compound did not attract male Japanese beetles. The Z- and E-isomers and the saturated analog of both enantiomers of this compound were synthesized stereospecifically. Pure synthetic (R,Z)-5-(1-decenyl)dihydro-2(3H)-furanone was competitive with live females and with the pheromone isolated from live females in attracting males. Male response was strongly inhibited by small amounts of the (S,Z)-isomer.

REFERENCES:
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patent: 3761584 (1973-09-01), McGovern et al.
Ladd, Jr., J. Econ. Entomol. 63, 905-908 (1970).
Goonewardene, H., J. Econ. Entomol. 63, 1001-1003 (1970).
McGovern et al., J. Econ. Entomol. 63, 1727-l729 (1970).
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Ravid et al., Tetrahedron Letters, 5, 423-426 (1977).
Schwarze, Nature, 223, 525-526 (Aug. 1969).
Haverkamp et al., Recueil 87, 1335 (1968), p. 1339 pertinent.

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