Organic Letters· 2026Q1
Unified Copper-Catalyzed Stereoselective Addition: Construction of Vicinal F/CF x -Containing Stereocenters
- 0citations
- Q1SCImago
- 2026year
Short summary
A novel copper-catalyzed asymmetric Michael addition enables the stereoselective construction of vicinal F/CFx-containing stereocenters (up to >20:1 dr and 98% ee) from α-fluoro aza-heteroarenyl acetates and β-fluoroalkyl enones.
AI-generated from the title and abstract; the full text is not read.
Key points
- Developed a copper-catalyzed asymmetric Michael addition for F/CFx-containing compounds.
- Achieved high stereoselectivity: up to >20:1 dr and 98% ee.
- Enables synthesis of vicinal F/CFx stereocenters in acyclic molecules.
- Demonstrated synthetic utility via scale-up and downstream functionalizations.
- Mechanistic studies elucidated the catalytic cycle and enantioselectivity origin.
AI-generated from the title and abstract; the full text is not read.
Abstract
Abstract Herein, we report a copper-catalyzed asymmetric Michael addition of α-fluoro aza-heteroarenyl acetates to β-fluoroalkyl enones. This transformation provides efficient access to enantioenriched acyclic vicinal F/CFx-containing (vicinal F and CF3, F and CHF2, F and CH2F) stereocenters with exceptional stereocontrol (up to >20:1 dr and 98% ee). Its synthetic utility is underscored by scale-up synthesis and diverse downstream functionalizations. Detailed mechanistic investigations and density functional theory calculations elucidate the catalytic cycle process and the origin of enantioselectivity.
The authors' abstract, as published at the source. Organic Letters, 2026 · DOI ↗
The rest is in the Pofolia app
Takeaways and questions to the paper; new summaries every day for your field. Free.
Sign in on the web to openField: Pharmaceutical Science
Pharmaceutical SciencePharmacology, Toxicology and Pharmaceutics