The regiochemistry of intramolecular n-alkenylnitrone additions: preparative and mechanistic implications

  • Oppolzer W
  • Siles S
  • Snowden R
 et al. 
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Abstract

The opposite regiochemistry, observed for the reactions 7a → 8a and 7d → 8d, as compared with additions 7b → 9b, 7c → 9c and 7e → 9e, supports the hypothesis that in the transition state of nitrone-olefin additions the new C,C bond is more advanced than the C,0, bond. Further examples show the superimposition of substituent effects on this intramolecular control. © 1979.

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Authors

  • Wolfgang Oppolzer

  • Samuel Siles

  • Roger L. Snowden

  • Bartholomeus H. Bakker

  • Martin Petrzilka

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