Fluoride‐Transfer Asymmetric Allylic Alkylation Enables Regiodivergent, Stereoselective Cross‐Electrophile Coupling
Asymmetric allylic alkylation (AAA) is a widely used strategy for stereoselective formation of C─C bonds. Yet, conventional methods often exhibit poor atom economy as the leaving group is generally wasted. Herein, we report a fluoride-transfer asymmetric allylic alkylation (AAA) in which all the atoms of the reagents are incorporated into the final products. The catalytic platform enables regiodivergent, stereoselective cross-electrophile coupling of allyl fluorides and gem-difluoroalkenes, where the regiochemical outcome is directed by the selective catalytic activation of one or the other electrophilic partner. The resulting atom-efficient AAA protocol provides a regiocontrollable access to homoallylic trifluoromethylated compounds from a common set of electrophilic starting materials.
Authors
- Vyali Georgian Moldoveanu (ORCID: https://orcid.org/0000-0002-0895-2108)
- Xavier Companyó (ORCID: https://orcid.org/0000-0001-8969-7315)
- Bart Limburg (ORCID: https://orcid.org/0000-0002-7996-2485)
- Jordi Duran (ORCID: https://orcid.org/0000-0002-9069-2172)
- Gislaine Ribeiro Pereira (ORCID: https://orcid.org/0000-0003-2293-7868)
- Claudia Barroso
Institutions
- i2CAT (ES)
- Universitat de Barcelona (ES)
Publication Details
- Journal
- Angewandte Chemie International Edition
- Published
- 2025-11-22
- DOI
- https://doi.org/10.1002/anie.202520513
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- European Commission
- Generalitat de Catalunya
- Universität Wien
- Universitat de Barcelona
- Agència de Gestió d'Ajuts Universitaris i de Recerca
- Agencia Estatal de Investigación