Enantio- and Diastereoselective Construction of Quinazolinones with N–N Axial and Point Chirality via NHC Organocatalysis
Abstract
We have developed an NHC-catalyzed atroposelective [3 + 3] annulation of enals with quinazolinone-derived aminomaleates for the efficient synthesis of axially chiral dihydropyridinone-containing quinazolinones. This method successfully introduces both the N-N axis and central chirality into biologically important quinazolinones in a single step, with moderate-to-good diastereoselectivities and excellent enantioselectivities, and also exhibits a broad substrate scope and excellent functional group tolerance.
Fields of Study & Subjects
Axial and Atropisomeric Chirality Synthesis
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
Quinazolinone synthesis and applications
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 10
- Pages
- 3913–3919
- Publication date
- 3 March 2026
- Language
- EN