Enantioselective isothiourea-catalysed α-fluorination of C1-ammonium enolates generated from arylesters

We herein report the chiral isothiourea-catalyzed α-fluorination of electron-deficient arylesters. This transformation proceeds via the in situ formation of chiral C1-ammonium enolates, which then undergo the α-fluorination with high levels of enantioselectivities, followed by addition of alcohols, such as MeOH, to give the final chiral α-F-esters.

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Publication Details

Journal
Journal of Fluorine Chemistry
Published
2025-04-01
DOI
https://doi.org/10.1016/j.jfluchem.2025.110434
Citations
3
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
2.37

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article

Enantioselective isothiourea-catalysed α-fluorination of C1-ammonium enolates generated from arylesters

Lotte Stockhammer, Alfred Moser, Mario Waser, Nicole Stanek
3 citations
Journal of Fluorine Chemistry
Fluorine in Organic Chemistry
2.37
article

Enantioselective isothiourea-catalysed α-fluorination of C1-ammonium enolates generated from arylesters

Lotte Stockhammer, Alfred Moser, Mario Waser, Nicole Stanek
article en
3 citations

Abstract

We herein report the chiral isothiourea-catalyzed α-fluorination of electron-deficient arylesters. This transformation proceeds via the in situ formation of chiral C1-ammonium enolates, which then undergo the α-fluorination with high levels of enantioselectivities, followed by addition of alcohols, such as MeOH, to give the final chiral α-F-esters.

Journal of Fluorine ChemistryVol. 283-284
Johannes Kepler University of Linz (AT)
Austrian Science Fund
Openalex Percentile: Top 12%
Fluorine in Organic Chemistry
2.37
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