Dynamic Kinetic Resolution of Axially Chiral Heterobiaryl N ‐Oxides via Peptide‐Catalyzed Aldol Reaction
Abstract
A dynamic kinetic resolution of axially chiral heterobiaryl N ‐oxides has been developed via an asymmetric aldol reaction catalyzed by a resin‐supported d ‐Pro‐Tyr‐Phe tripeptide. This approach provides a pathway to enantioenriched heterobiaryl N ‐oxide derivatives possessing both axial and central chirality, affording products with up to 96% ee and 9:1 dr. The methodology demonstrates a broad and robust substrate scope, tolerating a variety of electron‐donating and electron‐withdrawing substituents. In addition, the immobilized catalyst exhibits recyclability for at least three cycles. This system was also applicable to the kinetic resolution of racemic axially chiral substrates.
Fields of Study & Subjects
Axial and Atropisomeric Chirality Synthesis
Asymmetric Synthesis and Catalysis
Synthesis and Properties of Aromatic Compounds
Publication details
- Journal / source
- European Journal of Organic Chemistry
- Publisher
- Wiley
- Volume
- 29
- Issue
- 18
- Publication date
- 13 April 2026
- Language
- EN