Organic chemistry: Diels-Alder reaction (1)

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Uploaded by on Aug 2, 2009

Organic chemistry: Diels-Alder reaction. Dienes, dienophiles; s-cis, s-trans; electron-donating and electron-withdrawing substituents; outside vs. inside positions; endo vs. exo approaches. Molecular orbital diagram for Diels-Alder transition state (Frontier Molecular Orbital Theory); molecular orbital diagrams for endo vs. exo transition states.

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(1) Basic mechanism for Diels-Alder; dienes and dienophiles; s-cis and s-trans
(2) Electron-donating and withdrawing substituents. Diels-Alder examples
(3) Examples continued. Diels-Alder stereochemistry—relation between two substituents from the dienophile
(4) Continued. Relation between two substituents from the diene (inside vs. outside positions)
(5) Continued. A Diels-Alder synthesis problem
(6) Relation between a substituent from the diene and a substituent from the dienophile—endo vs. exo
(7) Continued. Cyclic dienes
(8) Continued
(9) Molecular orbital diagram for Diels-Alder transition state
(10) Continued. Molecular orbital diagrams for endo vs. exo transition states
(11) Continued


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  • his lectures are really useful

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  • One of the most valuable features of the diels-alder reaction is tat the reaction is stereo selective - that is, it referentially forms one stereoisomer over another. with a disubstitued dienophile, if th two substituients on the dienophile start , cis they end up cis in the product, if they start trans, they end up trans in th poduct.

  • @monicab1alej at 5:52 you can hear him explain what the s- stands for and why it's being used. it's funny how you didn't catch that, haha...

  • @monicab1alej forget about the answer, he answered it in the video ;)

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