Diels-Alder with cis-trans Z,E-diene

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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.

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