Intermolecular Enantioselective Dearomatization Reaction of beta-Naphthol Using meso-Aziridine: A Bifunctional In Situ Generated Magnesium Catalyst

摘要

A direct, facile, and highly diastereo- and enantioselective dearomatization reaction of beta-naphthol derivatives with aziridines has been developed for the first time. A newly designed Box-OH ligand was employed for an in situ generated magnesium catalyst and proved to be efficient. The corresponding dearomatization product was transformed into a polycyclic scaffold and polyhydroxylated compound. H-1 NMR studies revealed the activation mode of the dearomatization process of beta-naphthols, and a clear positive nonlinear effect was observed in the reaction, and provides insight into the coordination environment around the Mg-II center and the possible active species.