Solvent Effect in Gold(I)-Catalyzed Domino Reaction: Access to Furopyrans
Résumé
We report an efficient synthesis of furopyrans through a gold(I)-catalyzed domino reaction. Starting from the same source, and by changing the solvent of the reaction, two classes of furopyrans are accessible. During this one-step process, which takes place in DMF, two bonds and two heterocycles are formed. DFT calculations furnish the mechanistic understanding of this transformation. The sequence includes a 5-endo-dig cyclization, a regioselective 8-endo-dig cyclization, a retro 8p and a 6p electro-cyclization.
Domaines
ChimieOrigine | Fichiers produits par l'(les) auteur(s) |
---|
Loading...