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
(1943)Doi:10.1039/c6gc02437h
(2017)Doi:10.1021/acs.joc.9b02243
(2019)Doi:10.1016/0008-6215(87)80105-2
(1987)Doi:10.1016/j.ica.2003.06.005
(2004)Doi:10.1016/S0960-894X(01)00606-0
(2001)
