Science Advances

Supplementary Materials

This PDF file includes:

  • General information
  • General procedures
  • Characterized products
  • Study of the repair process
  • Kinetic studies
  • 1H- and 13C-NMR spectra
  • Fig. S1. Analysis by GC Tinitial = 50°C (1 min) to Tfinal = 180°C (20 min), at 8°C/min of the crude reaction product shows the presence, beside the major product 37, of the regioisomer 38 (1%).
  • Fig. S2. GC analysis of the product (mixture of 37 and 38).
  • Fig. S3. GC analysis of the crude reaction product after ozonolysis.
  • Fig. S4. GC analysis of the crude reaction product after treatment with ozone and addition of a pure sample of 20 (mixture of diastereomers).
  • Fig. S5. GC of the crude reaction mixture before evaporation of the solvents.
  • Fig. S6. GC of the crude reaction mixture before evaporation of the solvent showing the presence of the deiodinated CH3CO2Bn (9.69 min), bicyclohexylidene (11.90 min), and 1-cyclohexylcyclohexene (11.84 min).
  • Fig. S7. GC of the crude reaction mixture before and after treatment with Et3B/TBC.
  • Fig. S8. Plot of S2/(S3+S4) against the concentration of TBC.
  • Fig. S9. Determination of the relative configuration of S3 based on 3J 1H-NMR coupling constants.
  • Scheme S1. Radical clock experiment with S1.
  • References (3642)

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