Work

Asymmetric Synthesis of Fluorinated Cyclobutenes Containing Quaternary Carbon Stereocenters by Rh‐Catalyzed Defluoroarylation

Year: 2026

Type: article

Abstract: Fluorinated four-membered rings represent valuable structural motifs in bioactive molecules and pharmaceuticals; however, the asymmetric synthesis of such fluorinated frameworks bearing chiral quaternary carbon centers has not yet been achieved. Herein, we report a Rh-catalyzed enantioselective defluoroarylation of gem-difluorinated cyclobutenes with aryl boronates, enabling the asymmetric construction of fluorinated cyclobutenes bearing chiral quaternary carbon centers with high enantioselectivity via an addition/β-fluoride elimination process. In situ treatment with an additional distinct aryl boronate enables one-pot bis-defluoroarylation to give unsymmetrical diarylated cyclobutenes.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.202525455

Authors: Fushan Yuan, Jie Jia, Hui‐Ru Jin, Xufei Yan, Jialin Ming, Ying Xia

Institutions: Sichuan University, State Key Laboratory of Biotherapy, Chengdu University

Language: English

Topic: Fluorine in Organic Chemistry

Subfield: Pharmaceutical Science

Field: Pharmacology, Toxicology and Pharmaceutics

Domain: Life Sciences

Open Access status: bronze

Funders: National Natural Science Foundation of China, Natural Science Foundation of Sichuan Province

Awards: G2891563820, G3769642842, G4725519854, G6392532593