Diels Alder Reaction of dienes and dienophiles

by James

Description: The Diels Alder reaction converts a diene and an alkene (usually electron-poor, called a “dienophile”) into a six-membered ring containing an alkene (cyclohexene).
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{ 4 comments… read them below or add one }

Sayan Roy December 24, 2011 at 2:53 pm

very very helpful…thanks

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Joseph September 12, 2012 at 4:01 pm

Extremely articulate. Thank you!

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Adam Moyer February 27, 2014 at 9:24 pm

Note: Pertaining to example 6, the endo product is kinetically favored, while the exo product is thermodynamically favored.
It is a little tricky to explain, but basically the orbitals in the endo product line up well, so when there is not a lot of energy in the system, the reaction will go toward the endo product which has a lower transition energy. However, when there is more energy in the system the product will go toward the exo product because it is a lower energy state overall. You can see that the exo product would be more stable because there are less steric interactions.

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James February 28, 2014 at 11:52 am

Thank you for clarifying that point!

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