Ene Reactions

 

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  • The Alder Ene rearrangement is a Pericyclic reaction that shares traits with Cycloadditions, Electrocyclic Reactions, and Sigmatropic Rearrangements.
  • The Ene reaction is like a Cycloaddition because it is a 4 + 2 intramolecular supra-supra net addition to the Enophile.
  • The Ene reaction is like an Electrocyclic Reaction because you have a net loss of a Pi bond and gain of a Sigma bond.
  • The Ene reaction is like a Sigmatropic Reaction because with an extra sigma bond between the Ene and the Enophile, it looks exactly like a [1,5] Sigmatropic shift of a hydrogen.
  • The Ene and Retro-Ene reactions are involved is the formation of vinyl acetate from acetylene and acetic acid, and decarboxylation of beta-ketocarboxylic acids.

 

 

 

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