Data from: Catalytic asymmetric kinetic resolution of 2,2-Disubstituted Styrenyl Aziridines via ring opening with amines
Data files
Jun 03, 2026 version files 31.57 MB
-
1f.zip
544.69 KB
-
1h.zip
1.26 MB
-
1i.zip
1.82 MB
-
3aa.zip
555.44 KB
-
3ab.zip
541.30 KB
-
3ac.zip
552.80 KB
-
3ad.zip
538.95 KB
-
3ae.zip
541.80 KB
-
3af.zip
550.43 KB
-
3ag.zip
546.36 KB
-
3ah.zip
1.28 MB
-
3ai.zip
1.25 MB
-
3aj.zip
554.86 KB
-
3ak.zip
1.25 MB
-
3al.zip
1.27 MB
-
3ba.zip
1.29 MB
-
3ca.zip
1.30 MB
-
3da.zip
1.29 MB
-
3ea.zip
544.35 KB
-
3fa.zip
552.82 KB
-
3ga.zip
546.53 KB
-
3ha.zip
1.25 MB
-
3ia.zip
1.32 MB
-
4.zip
1.27 MB
-
5.zip
1.27 MB
-
7.zip
1.30 MB
-
L5.zip
967.59 KB
-
L6.zip
970.82 KB
-
L7.zip
968.85 KB
-
L8.zip
958.35 KB
-
L9.zip
858.22 KB
-
README.md
4.90 KB
-
S2.zip
549.55 KB
-
S4.zip
1.29 MB
Abstract
We report herein the activation of racemic 2,2-disubstituted styrenyl aziridines by Lewis acid catalysis to undergo ring opening reactions at a tertiary carbocenter via kinetic resolution with amines. A range of chiral diamine products bearing α–tertiary stereogenic centers as well as enantioenriched aziridines were obtained in good to high yields and enantioselectivity. Synthetic utility of the reaction was demonstrated in various product elaborations including the synthesis of an NK1 antagonist SCH388714.
[Access this dataset on Dryad](doi:10.5061/dryad.s7h44j1nz)
The MDL files, FID files, acquisition data and processing parameters for new compounds.
Description of the data and file structure
Each spectrum are named according to the type of nucleus measured: 1H, 13C, etc.
NMR stands for nuclear magnetic resonance spectroscopy. One folder is created for each compound and the folder is named using the compound number.
Files are compressed into zip file(s). In each ZIP file, there is a MOL file carries the molecular structure of the compound; all other files and (sub)folders contain spectra data recorded on Bruker AVANCE-500 or AVANCE NEO-500 spectrometers and the acquisition software is TopSpin 3.2 for Bruker AVANCE-500 and TopSpin 4.0 for Bruker AVANCE NEO-500.
- 1f.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 1f.
- 1h.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 1h.
- 1i.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR, 19F NMR and 13C NMR of compound 1i.
- 3aa.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 3aa.
- 3ab.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 3ab.
- 3ac.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 3ac.
- 3ad.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 3ad.
- 3ae.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 3ae.
- 3af.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 3af.
- 3ag.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 3ag.
- 3ah.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 3ah.
- 3ai.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 3ai.
- 3aj.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 3aj.
- 3ak.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 3ak.
- 3al.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 3al.
- 3ba.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 3ba.
- 3ca.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 3ca.
- 3da.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 3da.
- 3ea.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 3ea.
- 3fa.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 3fa.
- 3ga.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 3ga.
- 3ha.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 3ha.
- 3ia.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 3ia.
- 4.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 4.
- 5.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 5.
- 7.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR and 13C NMR of compound 7.
- L5.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR, 31P NMR and 13C NMR of compound L5.
- L6.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR, 31P NMR and 13C NMR of compound L6.
- L7.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR, 31P NMR and 13C NMR of compound L7.
- L8.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR, 31P NMR and 13C NMR of compound L8.
- L9.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR, 31P NMR and 13C NMR of compound L9.
- S2.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR, 19F NMR and 13C NMR of compound S2.
- S4.zip: The MOL file, FID files, acquisition data and processing parameters for 1H NMR, 19F NMR and 13C NMR of compound S4.
1H NMR spectra (500 MHz), 13C NMR (125 MHz), 31P NMR (202 MHz) and 19F NMR (471 MHz) spectra data were recorded on Bruker AVANCE-500 or AVANCE NEO-500 spectrometers. 1H NMR chemical shifts are reported in parts per million (ppm) and are referenced to residual protium in the NMR solvent (d 7.26 for CHCl3 and 2.50 for DMSO) or an internal standard (d 0.00 for TMS in CDCl3). 13C NMR chemical shifts are reported in parts per million (ppm) and are referenced to the carbon resonances of the solvent peak (d 77.16 for CDCl3 and39.52 for DMSO-d6). 19F NMR data recorded are listed by using CFCl3 as external reference. 31P NMR data recorded are listed by using 85% aqueous H3PO4 as external reference. The acquisition software is TopSpin 3.2 for Bruker AVANCE-500 and TopSpin 4.0 for Bruker AVANCE NEO-500.