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• The dienophile is an unsubstituted compound
containing an electron withdrawing group: CHO,
COOH, CN.
• If substituents on dienophile are cis cis product
trans product
If substituents on dienophile are trans
Summary
✓ Conjugated dienes are more stable than other non
conjugated dienes.
✓ Conjugated dienes undergo electrophilic addition rection in
the transoid conformation to give 1,2- and 1,4-addition
products depending on the temperature of the reaction.
✓ Conjugated dienes undergo Diels-Alder reaction in the
cisoid conformation with dienophiles to give cyclohexene
derivative.
✓ The stereochemistry of Diels-Alder reaction depends on
the position of substituents on the dienophile to give cis or
trans products.
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