Copper-Catalyzed Diastereoselective Defluoroborylation of Pentafluoroethyl Alkenes Using (pin)B–B(dan)
We herein describe a highly diastereoselective Cu(I)-catalyzed defluoroborylation of pentafluoroethyl alkenes using a diboron reagent (pin)B-B(dan). When 1,1- or 1,2-disubstituted pentafluoroethyl alkenes are employed as substrates, tetra- or trisubstituted fluoroalkenes can be obtained, respectively, in up to >99:1 diastereoselectivity. This protocol provides access to novel allyl-B(dan) compounds and allylic alcohols with alkene moieties containing F and CF<sub>3</sub> on the same carbon.
Authors
- Yihan Tang (ORCID: https://orcid.org/0000-0003-1833-2639)
- Gavin Chit Tsui (ORCID: https://orcid.org/0000-0003-4824-8745)
Institutions
- Chinese University of Hong Kong (HK)
- State Key Laboratory of Synthetic Chemistry (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-09-29
- DOI
- https://doi.org/10.1021/acs.orglett.5c03558
- Citations
- 1
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.79