Diels-Alder – Quinone as Dienophile – Steroid Framework

Sn2

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. Complex molecules 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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