Enol ether

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Image:Enol ether.png
The structure of a typical enol ether group.

An enol ether is an alkene with an alkoxy substituent. The general structure is R1R2C = CR3OR4 with R an alkyl or an aryl group. Enol ethers and enamines are so-called activated alkenes or electron rich alkenes because the oxygen atom donates electrons to the double bond by forming a resonance structure with the corresponding oxonium ion. This property makes them reactive substrates in certain organic reactions such as the Diels-Alder reaction. An enol ether can be considered the ether of the corresponding enolate, hence the name. Two simple enol ethers are ethyl vinyl ether and 2,3-dihydrofuran.


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