DOI: 10.5061/dryad.xpnvx0ktz
title: Data from: Organocatalytic enantioselective addition of 3-aryloxindoles to ethenesulfonyl fluoride

description: 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.
description: # 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.zip * compound_2h.zip * compound_2i.zip * compound_2j.zip * compound_2k.zip * compound_2l.zip * compound_2m.zip * compound_2n.zip * compound_2o.zip * compound_2p.zip * compound_2q.zip * compound_2i.zip * compound_2j.zip * compound_2k.zip * compound_2l.zip * compound_2m.zip * compound_2n.zip * compound_2q.zip * compound_2r.zip * compound_2s.zip * compound_2t.zip * compound_2u.zip * compound_2v.zip * compound_2w.zip * compound_2x.zip * compound_2y.zip * compound_2z.zip * compound_3.zip * compound_4.zip * compound_5.zip * compound_6.zip * compound_7.zip * compound_17.zip Each zip folder contains three sub-folders containing data for NMR (named as number_NMR), HRMS (named as number_HRMS), and HPLC (named as number_HPLC), respectively, for the compound indicated in the file name. Subfolder NMR includes files with the extension ".mnova" that contain acquisition and processing parameters and spectrum data for different nuclei named as "number_1HNMR", "number_13CNMR," and "number_19FNMR", respectively. Data in the JCAMP-DX open file format are also provided within each NMR sub-folder. These files are named in a similar way with the extension ".jcamp". Accessing this data will allow users to view NMR spectra interactively.  Subfolder HRMS contains data for High Resolution Mass Spectra carried out in the ESI+ technique, which provides the exact molecular mass and formula for the corresponding compounds. Files are in PDF format. Subfolder HPLC contains traces of High Performance Liquid Chromatography analysis corresponding to chiral compounds (file named as "number_HPLC_EN") and their racemic forms (file named as "number_HPLC_RAC"). Files are in PDF format. **Abbreviations used are as follows:** NMR: nuclear magnetic resonance HRMS: High-resolution Mass Spectra HPLC: High Performance Liquid Chromatography SI: supporting information (meaning, Supplementary Materials document) File structures.pdf contains the structures of the reported compounds 2-7 and 17 #### Sharing/access Information NMR and HPLC traces data will be available as images in the SI for this manuscript. X-ray data for compound 2e are available free of charge by the joint Cambridge Crystallographic Data Centre and Fachinformationszentrum Karlsruhe Access Structures service. Deposition number CCDC 2489843 #### Code/Software Processed files with extension .mnova are ready to be viewed in MestReNova. Files with extension .jcamp can be read and processed with unlicensed software such as JSpecView, ACD/Labs NMR Processor, or free online viewers such as NMRium