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| Topic: |
Science
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| Number of pages / Number of words: |
8 / 1987 |
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Because we also make a new six-membered ring during the reaction, the product contains two rings. That is, the product is bicyclic. When we start with two acyclic reactants, the product is monocyclic (contains one ring). If both reactants are monocyclic, the product is tricyclic, etc.
Stereochemistry of the Diels—Alder Reaction
The reaction between 1,3-butadiene and maleic anhydride is shown again below with the stereochemistry of the product shown...
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The groups N and S, oriented north and south in the diene on the left, are both alpha (downward) in the product. The two X groups, which point toward the dienophile, are oriented upward in the product. Finally, the two H atoms on the dienophile are oriented upward or beta in the product. This reaction is a template that can be used to determine the stereochemistry of any Diels-Alder reaction you will encounter...
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