Enol ether

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The structure of a typical enol ether group.

An enol ether is an alkene with an alkoxy substituent.[1] The general structure is 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 methyl vinyl ether and 2,3-dihydrofuran.

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  1. ^ Clayden, Jonathan; Greeves, Nick; Warren, Stuart (2012). Organic Chemistry (2nd ed.). Oxford University Press. p. 295. ISBN 978-0-19-927029-3.