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Stereocontrolled chiral synthesis of a trans-anti-trans tricycle by a transannular Diels–Alder reaction

The racemic and chiral synthesis of trans-cis-cis macrocyclic triene 5 is described. Heating this compound at 262 °C leads via a transannular Diels–Alder reaction to the tricyclic structure 6, which can be further transformed into tricyclic compound 7. This work constitutes a preliminary study for the synthesis of corticoids.

Date de publication
1er septembre 1992
Chercheur(euse)s
Marinier A, Deslongchamps P
Référence PubMed
1992;70(9):2350-2364