Tetrahedron p. 6089 - 6100 (1993)
Update date:2022-08-02
Topics:
Aurell, Maria J.
Carne, Ismael
Clar, Jose E.
Gil, Salvador
Mestres, Ramon
Parra, Margarita
Tortajada, Amparo
Double deprotonation of either (E,E)-3-methyl-2,4-hexadienoic acid 2, or 4,6-dimethyldihydro-2-pyrone 3 generates apparently the same lithium trienediolate, which affords ω-hydroxy acids 9 on reaction with ketones 7. Hydroxy acids 9 are easily dehydrated to octatrienoic acids 5, which are structurally related to retinoic acid. Similarly, sorbic acid 1 leads to nor-retinoic acid analogs 6.
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