Diels-Alder – Stereochemistry of the Z,E-diene (cis-trans)

Click the structures and reaction arrows in sequence to view the 3D models and animations respectively

The two CH3 substituents end up on opposite sides of the 6-membered ring from one another. One of the CH3 groups may appear to get in the way of the reaction, however, the dienophile is approaching from underneath the diene, not in the plane.

Back to Diels-Alder summary

J. Sauer, Angew. Chemie Int. Ed. English, 1967, 6, 16–33.


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