Intermolecular Enantioselective Dearomatization Reaction of β‐Naphthol Using meso‐Aziridine: A Bifunctional In Situ Generated Magnesium Catalyst |
| |
| Authors: | Dongxu Yang Linqing Wang Fengxia Han Dan Li Dr. Depeng Zhao Prof. Dr. Rui Wang |
| |
| Affiliation: | 1. Key Laboratory of Preclinical Study for New Drugs of Gansu Province, Lanzhou University, Lanzhou, 730000 (China);2. School of Pharmaceutical Sciences, Sun Yat‐sen University, Guangzhou, 510006 (China);3. State Key Laboratory of Chiroscience, Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Kowloon, Hong Kong (China) |
| |
| 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. 1H 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 MgII center and the possible active species. |
| |
| Keywords: | arenes aromaticity intermolecular reactions ligand design magnesium |
|
|
