Total Synthesis of the Schisandraceae Nortriterpenoid Rubriflordilactone A.
Fiche publication
Date publication
octobre 2017
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
Auteurs
Membres identifiés du Cancéropôle Est :
Dr CHAUBET Guilhem
Tous les auteurs :
Chaubet G, Goh SS, Mohammad M, Gockel B, Cordonnier MA, Baars H, Phillips AW, Anderson EA
Lien Pubmed
Résumé
Full details of the total synthesis of the Schisandraceae nortriterpenoid natural product rubriflordilactone A are reported. Palladium- and cobalt-catalyzed polycyclizations were employed as key strategies to construct the central pentasubstituted arene from bromoendiyne and triyne precursors. This required the independent assembly of two AB ring aldehydes for combination with a common diyne component. A number of model systems were explored to investigate these two methodologies, and also to establish routes for the installation of the challenging benzopyran and butenolide rings.
Mots clés
cascade cyclization, cyclotrimerization, natural products, total synthesis, transition-metal catalysis
Référence
Chemistry. 2017 10 9;23(56):14080-14089