Fiche publication
Date publication
septembre 2014
Journal
Organic letters
Auteurs
Membres identifiés du Cancéropôle Est :
Dr CHAUBET Guilhem
Tous les auteurs :
Gockel B, Goh SS, Puttock EJ, Baars H, Chaubet G, Anderson EA
Lien Pubmed
Résumé
An enantioselective synthesis of the AB ring system common to the majority of the Schisandra nortriterpenoid natural products is reported. Key steps include a stereospecific ring opening of a trisubstituted epoxide and the use of a β-lactone to enable installation of the gem-dimethyl functionality of the B ring. An acetalization strategy played a key role in a late-stage biomimetic AB ring bicyclization.
Mots clés
Biological Products, chemical synthesis, Catalysis, Cyclization, Lactones, chemistry, Molecular Structure, Schisandra, chemistry, Stereoisomerism, Triterpenes, chemical synthesis
Référence
Org Lett. 2014 09 5;16(17):4480-3
