(Retro-Diels-Alder cycloadditions). example CN ČN CF3 MeO COME 14) Obtain the major product of [4+2] and/or [2+2] cycloaddition and indicate the reaction condition. proper arrow-pushing to make a cycloadduct. [2+2], [4+2],
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- Although the Diels–Alder reaction generally occurs between an electronrich diene and an electron-deficient dienophile, it is also possible to have inverse-demand Diels–Alder reactions between suitable electrondeficient conjugated double bonds and electron-rich alkenes. These reactions are particularly useful because they allow for the incorporation of heteroatoms into the new six-membered ring. Predict the products of each inverse-demand Diels–Alder reaction below. Be sure your products reflect the correct stereochemistry. If more than one regioisomer is possible, draw both.Give major products for 1,2-/1,4-additions (A) Diels-Alder (B-D) cycloadditions [2+2] cycloadditions , and Retro-Diels-Alder (E) cycloaddition. Illustrate the regiochemistry and stereochemistry (me so, enatiomer., exo or Endo) for cycloadditions B-D?In the beginning of this video https://www.youtube.com/watch?v=9Ng6Zv9oLzk, what reason is given on why the dienophile likes the diene?
- (I) Give major products for 1,2-/1,4 additions (A) Diels-Alder (B-D) cycloadditions, [2+2] cycloaddition, and Retro-Dial-Alder (E) cycloaddition. Illustrate the regiochemistry and stereochemistry (meal, enantiomer, exo or Endo) for cycloaddition B-D.There is a different, thermally allowed cycloaddition of two butadiene molecules. Showthis reaction, and explain why it is thermally allowed. (Hint: Consider the dimerizationof cyclopentadiene.)15-13 UltravioletUemura and coworkers studied a time dependent Diels-Alder reaction which first formed the endo product as the major organic product and with time produced the exo product (J. Org. Chem. 2018, 83, 9300−9304). Show the endo and exo product for the reaction below. Which is the thermodynamic product and which is the kinetic product? Explain your reasoning.
- Furan and maleimide undergo a Diels–Alder reaction at 25 °C to give the endo isomer of the product. When the reactiontakes place at 90 °C, however, the major product is the exo isomer. Further study shows that the endo isomer of theproduct isomerizes to the exo isomer at 90 °C.furan: O maleimide:OON H(a) Draw and label the endo and exo isomers of the Diels–Alder adduct of furan and maleimide.(b) Which isomer of the product would you usually expect from this reaction? Explain why this isomer is usually favored.(c) Examine your answer to (b) and determine whether this answer applies to a reaction that is kinetically controlled orone that is thermodynamically controlled, or both.(d) Explain why the endo isomer predominates when the reaction takes place at 25 °C and why the exo isomer predominates at 90 °CHow would the molecular orbitals of cyclopenta-1,3-diene, the carbocation, carbanion, and the radical differ? Drawings would be appreciated! Thank you in advance.A conjugated diene with an even number of double bonds undergoes conrotatory ring closure underthermal conditions.
- Rank the following dienes from most reactive to least reactive in a Diels Alder reaction. please explain stepsUse Frontier Molecule Orbital Theory (FMO) and the Woodward-Hoffmann rules to justify the statement "The Diels-Alder reaction is an all-suprafacial [4+2] cycloaddition under thermal reaction conditions". Include in your answer the molecular orbitals involved.Show how to construct themolecular orbitals of a conjugatedcyclic system similar to benzene andcyclobutadiene