Carbene-Catalyzed Desymmetric Amidation Enables Modular Access to Planar Chiral Thioureas and Imides
Abstract
Planar chiral [2.2]paracyclophanes (PCPs) have found wide applications in organic synthesis, ranging from chiral functional materials to catalysts and ligands. Herein, an N-heterocyclic carbene-catalyzed amidation is reported for the efficient construction of planar chiral PCP derivatives. Structurally diverse planar chiral thioureas and imides were delivered in good to excellent enantioselectivities. Mechanistic studies indicate that the desymmetrization process plays a vital role in the enantioselectivity control. Downstream functionalization further enriched the structural diversity of PCPs.
Fields of Study & Subjects
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
Catalytic Cross-Coupling Reactions
Cyclopropane Reaction Mechanisms
Publication details
- Journal / source
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Volume
- 28
- Issue
- 29
- Pages
- 9184–9189
- Publication date
- 14 July 2026
- Language
- EN