Abstract
Abstract The synthesis of olefins from thermal decomposition (i.e., pyrolysis) of N ‐oxides of tertiary amines is known as the Cope elimination or Cope reaction. The reversal process of this reaction is generally referred to as the reverse Cope elimination or retro ‐Cope elimination. This reaction is first order in substrate, and undergoes an intramolecular five‐membered cyclic synchronous transition state. This reaction is free from side reactions and produces medium‐size trans olefins during the elimination, especially for the highly strained bridge double bond. According to an isotopic labeling study, both the C‐H and the C‐N bond cleavage may be well advanced at the transition state, with considerable development of double‐bond character. The pyrolysis of tertiary amine oxides has been reported to occur in the temperature range of 120–150°C without any solvent present.
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