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Organocatalytic enantioselective addition of 3-aryloxindoles to ethenesulfonyl fluoride

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We report the synthesis of chiral sulfonyl fluorides bearing a carbon quaternary stereocenter. A commercially available organocatalyst (DHQD)2AQN enables the enantioselective addition of 3-substituted oxindoles to ethenesulfonyl fluoride (ESF), achieving excellent yields (27-99%) and enantioselectivities (89-99% ee) for 3-arylsubstituted oxindoles. This methodology shows high functional group tolerance, as demonstrated by successfully engaging halides, ethers, nitriles, acetals, ketals, or heteroaromatic substituents. The utility of the described products was proven by various synthetic transformations, including SuFEx reactions with complex biomolecules. , , # Data from: Organocatalytic enantioselective addition of 3-aryloxindoles to ethenesulfonyl fluoride 1H NMR, 13C NMR, and HRMS spectra are used to describe the structure of all new compounds prepared in the publication: Organocatalytic Enantioselective Addition of 3-Aryloxindoles to Ethenesulfonyl Fluoride. HPLC traces are used to determine the enantiomeric excesses of chiral compounds synthesized in this publication in Organic Letters, (acs.orglett.5c04026)  [https://doi.org/10.1021/acs.orglett.5c04026](https://urldefense.com/v3/__https://doi.org/10.1021/acs.orglett.5c04026__;!!D9dNQwwGXtA!QVy8wsg8hw-LW7f-dI1a1higsLkd8LMai2285AHPxT-6nn5bt-TNdbs8mxLEcYx5F5bJIlGq5mGPI2J5oQ$) ## Description of the data and file structure Data for each compound are included in a folder named with the compound number designated in the manuscript and/or SI, as “compound number.zip”: * compound_2a.zip * compound_2b.zip * compound_2c.zip * compound_2d.zip * compound_2e.zip * compound_2f.zip * compound_2g.z...,
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2025-12-02
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