title: Intermolecular enantioselective dearomatization reaction of β-naphthol using meso-aziridine: a bifunctional in situ generated magnesium catalyst.
abstract: A direct, facile, and highly diastereo- and enantioselective dearomatization reaction of β-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. (1) H NMR studies revealed the activation mode of the dearomatization process of β-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.
authors.affiliation: Key Laboratory of Preclinical Study for New Drugs of Gansu Province, Lanzhou University, Lanzhou, 730000 (China).
authors.forename: Dongxu
authors.initials: D
authors.lastname: Yang
authors.forename: Linqing
authors.initials: L
authors.lastname: Wang
authors.forename: Fengxia
authors.initials: F
authors.lastname: Han
authors.forename: Dan
authors.initials: D
authors.lastname: Li
authors.forename: Depeng
authors.initials: D
authors.lastname: Zhao
authors.forename: Rui
authors.initials: R
authors.lastname: Wang
mesh_terms: D001388:Aziridines / Q000737:chemistry*; D002384:Catalysis; D008024:Ligands; D008274:Magnesium / Q000737:chemistry*; D008958:Models, Molecular; D009284:Naphthols / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001388:Aziridines; D008024:Ligands; D009284:Naphthols; C033132:aziridine; D008274:Magnesium; C028405:2-naphthol
keywords: arenes; aromaticity; intermolecular reactions; ligand design; magnesium