Tetrahedron p. 11421 - 11430 (1998)
Update date:2022-08-02
Topics:
Kuwahara, Shigefumi
Itoh, Daisuke
Leal, Walter Soares
Kodama, Osamu
(2S,3R,6S,7Z)-2,3-Epoxy-7,10-bisaboladiene, a sex pheromone component of the southern green stink bug, Nezara viridula (L.) was synthesized stereoselectively in four steps (19% overall yield) from (S)-4-methyl-3- cyclohexene-1-carboxylic acid. This epoxy bisaboladiene was converted in three more steps (64% yield) to its (2R,3S,6S,7Z)-isomer, another sex pheromone component of the southern green stink bug, by inverting the configuration of the epoxide ring.
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