Enol ether
An enol ether is an alkene with an alkoxy substituent.[1] The general structure is R2C=CR-OR with R an alkyl or an aryl group. Enol ethers and enamines are 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. Two simple enol ethers are methyl vinyl ether and 2,3-dihydrofuran.
Preparation
Enol ethers can be considered the ether of the corresponding enolate, but they are not prepared by alkylation of enolates. Instead, enol ethers are usually prepared from the saturated ethers, e.g. by some elimination reaction.[2]
See also
References
- ^ Clayden, Jonathan; Greeves, Nick; Warren, Stuart (2012). Organic Chemistry (2nd ed.). Oxford University Press. p. 295. ISBN 978-0-19-927029-3.
- ^ "Alkenes Via Hofmann Elimination: Use of Ion-exchange Resin for Preparation of Quaternary Ammonium Hydroxides: Diphenylmethyl Vinyl Ether". Org. Synth. 55: 3. 1976. doi:10.15227/orgsyn.055.0003.
{{cite journal}}: Unknown parameter|authors=ignored (help)
| Authority control databases: National |
|---|
