Diels-Alder reaction – Working out which product is endo


Click on the structures above for a method for doing this.

In the reaction between hexa-2,4-diene and acrolein two stereoisomers may be formed – endo and exo. The endo product is favoured, but how can we tell which one this is? The easiest way to work this out is by drawing the reactants coming together in 3D.

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


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