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The main problem with the acylation of enolates is that reaction tends to occur at oxygen...

The main problem with the acylation of enolates is that reaction tends to occur at oxygen rather than at carbon. Why is this not a problem in the aldol reaction?

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Answer #1

First of Aldol addition reaction is an example for Nucleophilic addition. And carbon is more Nucleophilic than oxygen atom in enolate due ti more electronegativity o oxygen atom . Hence Electrophile readily attacks at carbon of enolate rather than oxygen atom

Moreover there is no involvement of acyl group in aldol addition.

During acylation of ketone it is major problem to overcome we use silyl enol ether and enamine as intermediate.

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