Tetrahedron p. 4975 - 4982 (1986)
Update date:2022-08-17
Topics:
Bloch, Robert
Hassan-Gonzales, Dominique
(E) and (E,E)-conjugated dienoates and dienamides of high stereoisomeric purities are prepared via thermal SO2 extrusion from cis-2,5-disubstituted-2,5-dihydrothiofene-1,1-dioxides generated by a retro Diels-Alder reaction.Applications of this method to the syntheses of two insecticidal natural dienamides : pellitorine and pipercide and of methyl tetradeca-2E,4,5-trienoate, an insect sex pheromone, are described.
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