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Acylation of enolate anions the Claisen reaction

Nucleophilic addition of an enolate anion from a carboxylic acid derivative onto an aldehyde or ketone is simply an aldol-type reaction (see Section 10.3). [Pg.379]

A simple example is shown again, LDA is used to generate the enolate anion, and addition to the ketone is carried out as a second step (see Section 10.2). [Pg.379]

In the aldol reaction, we saw an enolate anion acting as a nucleophile leading to an addition reaction with aldehydes and ketones. [Pg.379]

Now this is exactly the same situation we encountered when we compared the reactivity of aldehydes and ketones with that of carboxylic acid derivatives (see Section 7.8). The net result here is acylation of the nucleophile, and in the case of acylation of enolate anions, the reaction is termed a Claisen reaction. It is important not to consider aldol and Claisen reactions separately, but to appreciate that the initial addition is the same, and differences in products merely result from the absence or presence [Pg.379]

The Claisen reaction (sometimes Claisen condensation) is formally the base-catalysed reaction between two molecules of ester to give a P-ketoester. Thus, from two molecules of ethyl acetate the product is ethyl acetoacetate. [Pg.379]


See other pages where Acylation of enolate anions the Claisen reaction is mentioned: [Pg.379]    [Pg.379]    [Pg.381]    [Pg.383]   


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Acyl enolate

Acyl enolates

Acylate anions

Acylation enolates

Acylation of enolate anions

Anions acylation

Claisen anionic

Enol acylation

Enolate acylation

Enolate anions

Enolate anions acylation

Enolate anions reactions

Enolates anion

Enolates anionic

Of enolate anions

REACTIONS OF THE ANIONS

Reactions of Enolates

The Claisen Reaction

The anion

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