Asymmetric Ring Opening of Oxabicyclic Alkenes: Enhanced Rhodium Catalysis Using Camphor-Derived NHC Ligands Featuring Pyridine Coordination
Abstract
The synthesis, characterization, and reactivity assessment of a chiral camphor-based Rh(I) catalyst functionalized with a pyridine moiety is presented. The catalytic system was evaluated in the asymmetric ring opening (ARO) of bicyclic alkene substrates, ensuring high product yields and enantioselectivity. While the primary focus was on the use of indoles as nucleophiles in the ARO reaction, a broader scope of bicyclic substrates was also explored. The catalyst demonstrated tolerance toward various functional groups present in the nucleophiles, underscoring its broad synthetic utility in asymmetric synthesis.
Fields of Study & Subjects
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
Asymmetric Hydrogenation and Catalysis
Catalytic Alkyne Reactions
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 9
- Pages
- 3459–3465
- Publication date
- 5 January 2026
- Language
- EN