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  4. Cooperative Assignment 4

Provide the products for the following Diels-Alder reactions. Where regioselectivity is possible, determine the major isomer. Remeber to look at endo vs. exo products.

  1. Intramolecular Diels-Alder

    image of 3,3-dimethyl-2,3,5,6-tetrahydro-1H-indene-1,7(4H)-dione

  2. Intramolecular Diels-Alder with Lewis Acid Catalyst. How do you think the Lewis Acid catalyst helps this reaction?

    image of 3,3-dimethyl-2,3,5,6-tetrahydro-1H-indene-1,7(4H)-dione

  3. Regioselectivity possible. What is the major product from this reaction? Does endo versus exo matter here, why or why not?

    image of 2-oxopyrrolidin-1-ide, 2-nitropyrrolidin-1-ide, and 2,3-dihydropyrrol-1-ide

  4. Regioselectivity possible. What is the major product from this reaction? Does endo versus exo matter here, why or why not?

    image of methyl amine, aniline, and cyanamide

  5. Regioselectivity possible. What is the nature of a methyl group? Is the methyl group on the diene an EDG or EWG?

    image of image of 2-methoxyacrylic acid, acrylic acid, propionic acid, and (E)-3-methoxyacrylic acid

  6. Regioselectivity possible. What is the major product from this reaction? Does endo versus exo matter here, why or why not?

    image of acetic anhydride oxonium, (1-methoxy-1-oxopropan-2-ylidene)oxonium�, (1-methoxypropan-2-ylidene)oxonium, and (E)-(4-hydroxybut-3-en-2-ylidene)oxonium��