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Chemistry

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Organic Chemistry

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Dienes, Conjugated Pi Systems, and Pericyclic Reactions

Endo and Exo Products in Diels–Alder Reactions

Description

Diels–Alder reactions can form bridged bicyclic products when a cyclic diene is locked in the s-cis configuration. This arrangement lets the diene react with a dienophile to build the bicyclic ring system.

The stereochemistry of the product depends on the dienophile. When the dienophile has one o...

Transcript

While Diels–Alder reactions between an acyclic diene and a dienophile give cyclic products, cyclic dienes form bridged bicyclic compounds.

Unlike the open-chain dienes, cyclic analogs are locked in an s-cis conformation, leading to rapid Diels–Alder reactions.

Reactions between cyclic dienes and substituted dienophiles giv...

Tags

Stereochemistry Endo ExoKinetic Thermodynamic ProductsCyclic Dienes s CisElectron Withdrawing SubstituentsDienophile ReactivityCycloaddition StereoselectivityEndo Exo IsomerismBridged Compound Formation