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DOI: 10.1055/a-2334-6568
Nickel-Catalyzed Regio- and Enantioselective Hydrofluorination in Unactivated Alkenes
This research was supported financially by Institute for Basic Science (IBS-R010-A2).


Abstract
While enantioselective hydrofluorination methods for activated alkenes represent a notable advance, the resultant enantiomeric excesses remain largely moderate, indicating the necessity for enhancements in precision, efficiency, and scope. We have recently developed an innovative nickel hydride catalytic system that enables regio- and enantioselective C–F bond formation with unactivated alkenes. By utilizing specially designed Bn-BOx ligands for improved selectivity, our approach demonstrates exceptional efficiency and selectivity with β,γ-alkenyl amide substrates. This breakthrough enhances the synthesis of organofluorine compounds, marking a significant advancement in organic synthesis.
1 Introduction
2 Reaction Design of Hydrofluorination
3 Regio- and Enantioselective Hydrofluorination
4 Asymmetric Amplification
5 Conclusions
Key words
regioselective hydrofluorination - enantioselectivity - nickel hydride catalysis - coordination directing - C(sp3)–F bond formation - unactivated alkenePublication History
Received: 05 April 2024
Accepted after revision: 28 May 2024
Accepted Manuscript online:
28 May 2024
Article published online:
13 June 2024
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