Organic chemistry: Diels-Alder reaction (5)

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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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  • The subtitles are WAY OFF."...army radovan spoons ask that sentencing pulp fiction don't you know sustations is still stick..." That MUST be a troll; not even Google would get it that wrong.

  • you are amazing at explaining. Thank You! :)

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  • Makes soo much more sense! My professor just went by this soo fast without explaining it and he just wrote it on the board and I copied it. But now with you to go along with my notes, I understand it soo much better and the inside outside thing makes sense!

  • If only this guy had been a detective on the left hand killer case.

  • crystal clear!! <3

  • thank you for the inside-outside! i am now enlightened. i am trying to draw them using molecular orbitals but things just get more confusing because i can't imagine substituents rotating on my mind :))

  • omg i never knew that the in and out positions only applied to the diene that makes so much more sense! my prof just flew by this material and didn't really explain it. now i can see that this stuff isn't too bad after all. seriously thanks for everything and making these videos available for poor college students. if anyone thinks this guy sucks go get a tutor n spend a good 80 for an hour n a half.

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