Diels-Alder – Quinone as Dienophile – Steroid Framework


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

A more elaborate example of a Diels-Alder reaction using a quinone as the dienophile. Complex molecules related to steroids can quickly be assembled in one easy step. An important point to note is the stereochemistry of the three hydrogens in the product: they are all cis as a result of an endo transition state.

J. Sauer, Angew. Chemie Int. Ed. English, 1966, 5, 211–230.


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