The first azacyclopentenyl carbinyl radical isomerizations (ACCRI): independent use of steric and electronic (polarization) effects as gating elements.

@article{Viswanathan2003TheFA,
  title={The first azacyclopentenyl carbinyl radical isomerizations (ACCRI): independent use of steric and electronic (polarization) effects as gating elements.},
  author={R. Viswanathan and D. Mutnick and J. N. Johnston},
  journal={Journal of the American Chemical Society},
  year={2003},
  volume={125 24},
  pages={
          7266-71
        }
}
The first examples of the azacyclopentenyl carbinyl radical isomerization are described within a series of enantiomerically enriched 2-substituted indolines, a substructure found extensively in both heterocyclic and natural product chemistry. The isomerization was identified by the varying loss of enantiomeric enrichment (ee) of imines during aryl radical cyclizations to azomethine nitrogen. Independent modification of the steric and electronic nature of the ring substituents revealed the full… Expand
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