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DIELS-ALDER REACTION

By German Fernandez, 30 May, 2024

[4+2] Concerted Reaction

The Diels-Alder is a concerted reaction between a diene in the s-cis conformation and a dienophile -alkene-.  The Diels-Alder products are cyclohexene derivatives.

Stereospecific Reaction

It is a stereospecific reaction; it preserves the stereochemistry of the diene and the dienophile and follows the endo rule.

Rich dienes and poor dienophiles

Rich dienes (with electron-donating substituents) react quickly with poor dienophiles (with electron-withdrawing substituents).

Electrocyclic reactions

Butadiene and 1,3,5-hexatriene undergo electrocyclic reactions that lead to concerted ring closures and openings.
Electrocyclic reactions can take place with light or heat and can be conrotatory or disrotatory.

Photochemical reactions

In the presence of light, photochemical reactions occur. Alkenes join at the sp2 carbons, giving rise to four-membered rings.


To learn more........

  • Mecanismo de Diels Alder
  • Estereoquímica Diels-Alder
  • Diels Alder con dienos cíclicos
  • Diels Alder intramolecular
  • Diels-Alder con Alquinos
  • Retro-Diels-Alder
  • Orbitales moleculares en Diels-Alder
  • Regioquímica de la Diels-Alder
  • Reacciones Electrocíclicas
  • Cicloadiciones Fotoquímicas

Enlaces transversales de Book para DIELS-ALDER

  • Mecanismo de Diels Alder

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