Organic chemistry: Diels-Alder reaction (6)

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

Category:

Education

Tags:

• organic
• chemistry
• Diels-Alder
• reaction
• mechanism
• diene
• dienophile
• s-cis
• s-trans
• endo
• exo
• outside
• inside
• frontier
• molecular
• orbital
• theory
• pi
• transition
• state

[kronica]

Said F-u to the Kaplan books and are just watching your videos and doing practice. This is awesome. Thanks. I'm gonna send you some chedda in the near future. Thanks a million.

[mrtreeleaf]

yay ur the best

[gflo6363]

hes investing in med students like us who will donate billions of dollars for all his help.

[dhillon09]

makes a vital point *hair flip* aw yea. 

[68MoparCharger]

The difference between endo and exo, is that exo doesn't get you high.

[Chilkies]

I love you man!

[TheRunn91]

wait....isn't it outside is similar to exo and inside similar to endo, instead of the other way around? Then outside groups on the diene should be cis to exo groups on the dienophile, and this would lead to the endo prroduct.

[giantlaserbeam]

I've been struggling with endo/exo, thanks so much for your help!

[pacojackson]

You are the most helpful, clear, GREATEST teacher EVER!!! I love you.

[noorjahan27]

very good explanation!!

[DrAwesome0022]

Just a hint, the electron withdrawing group will always go endo.