Diels-Alder Reaction Practice Problems
Even though the methyl group does not donate by resonance, the given reaction exhibits the same regiochemistry. Explain this result.
The illustration below exemplifies a Diels-Alder reaction that results in a lone product regardless of whether the attack of the diene is from the bottom or the top. Draw the product that is formed when the diene approaches from the bottom. Verify that the product is the same as when the diene approached from the top. What is unique about the product that makes this possible?
Draw the product(s) of the following Diels-Alder reaction. Explain the formation of the product(s) by suggesting a mechanism.
Show the mechanism of the given Diels-Alder reaction. Which regioisomer will form, the "1,3" or "1,4" product?
Draw the expected product of the following Diels–Alder cycloaddition reaction.
Similar to the Diels-Alder reaction, the ene reaction substitutes one π bond in the diene with a C—H bond. Provide the mechanism for the reaction shown. Don't forget to label the hydrogens and number the carbons in the final product. Also, keep track of new and broken bonds.
Explain why diene B does not react in a Diels-Alder reaction with the dienophile maleic anhydride, however, diene A engages in a fast and efficient Diels-Alder reaction.
From the Diels–Alder reaction shown below, draw its resulting product.
From the Diels–Alder reaction shown below, draw its resulting product.
From the Diels–Alder reaction shown below, draw its resulting product.
In the Diels-Alder reaction shown below, a Lewis acid-Lewis base complex formed with the dienophile. Predict what will happen to the rate of the reaction and justify your answer.
