Transition-Metal-Free Synthesis of a Known Intermediate in the Formal Synthesis of (-)-Steganacin
Résumé
The formal synthesis of both enantiomers of a natural axially chiral biaryl, steganacin is reported. The previously developed atropo-diastereoselective coupling of an aryne and an aryllithium (the 'ARYNE coupling') allows for this synthesis. In each step, the axial configuration of the biaryl could be maintained. The key intermediate of literature was accessed without using transition metals, demonstrating the interest of the ARYNE coupling as a complement or an alternative to transition metal-catalyzed couplings.
Domaines
Chimie organique
Origine : Fichiers produits par l'(les) auteur(s)
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