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Enamines, enol ethers, and enolates
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This chapter deals with enamines, enol ethers, and enolates. Enamines are nucleophilic reagents that undergo alkylation, acylation, and conjugation addition reactions. The chapter elaborates how enamines afford an indirect route for preparing substituted carbonyl compounds, noting that they are prepared from aldehydes and ketones and their salts are hydrolysed by aqueous acid to regenerate the carbonyl group. It explains that for aldehydes and ketones, the enol tautomer is less stable than the keto form and only very little enol is present. The chapter highlights that the enol tautomer predominates for some carbonyl compounds due to extra stabilization afforded by intramolecular hydrogen bonding. It explains that the interconversion of the keto and enol forms is catalysed by acid or base.
Title: Enamines, enol ethers, and enolates
Description:
This chapter deals with enamines, enol ethers, and enolates.
Enamines are nucleophilic reagents that undergo alkylation, acylation, and conjugation addition reactions.
The chapter elaborates how enamines afford an indirect route for preparing substituted carbonyl compounds, noting that they are prepared from aldehydes and ketones and their salts are hydrolysed by aqueous acid to regenerate the carbonyl group.
It explains that for aldehydes and ketones, the enol tautomer is less stable than the keto form and only very little enol is present.
The chapter highlights that the enol tautomer predominates for some carbonyl compounds due to extra stabilization afforded by intramolecular hydrogen bonding.
It explains that the interconversion of the keto and enol forms is catalysed by acid or base.
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