Regio- and Enantioselective Rhodium-Catalyzed Sulfonylation of gem -Difluorinated Cyclopropanes
Abstract
Ring-opening functionalization of gem -difluorinated cyclopropanes ( gem -F 2 CPs) has become a powerful strategy for constructing 2-fluorinated allylic frameworks. However, most prior studies mainly form racemic monofluoroalkenes with linear selectivity. In this study, we report a rhodium-catalyzed highly enantioselective and regioselective sulfonylation of gem -F 2 CPs with readily available sodium sulfinates. This method represents a general catalytic approach to access enantiomerically enriched 2-fluorinated allylic sulfones, which are valuable structural motifs found in many biologically active molecules. The reported method operates under mild conditions, and the use of bulky Josiphos ligands is crucial, accounting for the delivery of sulfonylated products with good chemo-, regio-, and enantioselectivities.
Fields of Study & Subjects
Fluorine in Organic Chemistry
Sulfur-Based Synthesis Techniques
Cyclopropane Reaction Mechanisms
Publication details
- Journal / source
- ACS Catalysis
- Publisher
- American Chemical Society (ACS)
- Volume
- 16
- Issue
- 4
- Pages
- 3088–3096
- Publication date
- 3 February 2026
- Language
- EN