Tetrahedron p. 743 - 754 (1987)
Update date:2022-08-17
Topics:
Ikeda, Yoshihiko
Ukai, Junzo
Ikeda, Nobuo
Yamamoto, Hisashi
Deconjugative protonation of dienolates from (E)-2-alkenoate using potassium disilazide as the base gives (Z)-3-alkenoate predominantly.A trail-following pheromone for subterranean termites is synthesized stereoselectively with this method.Deconjugative protonation of trienolates from (E,E)-2,4-tetradecadienoates gives (E,Z)-3,5-tetradecanoates which is hydrolyzed to give Megatomoic acid, a sex pheromone for a black carpet beetle Attagenus megatoma.
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Doi:10.1021/ja01241a009
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