Asymmetric Synthesis of 2,2-Disubstituted Dihydroquinolines via Rhodium-Catalyzed Dearomative Arylation and Alkenylation of 2-Substituted Quinolinium Salts
Abstract
A synthetic protocol for the construction of chiral 2,2-disubstituted dihydroquinolines via rhodium-catalyzed asymmetric dearomative arylation and alkenylation of 2-substituted quinolinium salts has been disclosed. 2-Substituted quinolinium triflates and bromide preferred to undergo asymmetric arylation with arylboronic acids, and 2-substituted quinolinium tetrafluoroborate favored to carry out asymmetric alkenylation with alkenylboronic acids, providing a series of chiral 2,2-disubstituted dihydroquinolines with high yields and enantioselectivities. The key for this dearomative reaction stands in the counteranions of 2-substituted quinolinium salts, which guarantee the reactivities and stereoselectivities at the same time.
Fields of Study & Subjects
Catalytic Cross-Coupling Reactions
Asymmetric Synthesis and Catalysis
Catalytic C–H Functionalization Methods
Publication details
- Journal / source
- Organic Letters
- Volume
- 28
- Issue
- 7
- Pages
- 2284–2288
- Publication date
- 6 February 2026
- Language
- EN