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Unformatted text preview: enhance dienophile reactivity • Reaction is stereospecific • Diene must have s-cis conformation • Cyclic dienes: endo product favored over exo product Endo vs. Exo Products (16.13) • Endo product: Z group is closer to the bridge containing the newly formed double bond • Exo product: Z group is closer to the other bridge (CH 2 bridge in the case of cyclopentadiene) Exo- vs. Endo- (Figure 16.11) Retrosynthetic Analysis of a Diels-Alder Product (16.14A) • Locate 6-membered ring containing C=C • Push electrons around ring, starting with the π-bond; break and make the appropriate bonds. • Retain the stereochemistry of substituents on C=C in the dienophile...
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- Spring '11
- Organic chemistry, Chemical reaction, Nobel Prize, Diene, Otto Diels, Exo products, Kurt Alder