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Summary

In this chapter we look at the chemistry of enolates of esters and active methylene systems.
Recall that we have previously looked at the enolates of aldehydes and ketones.
What we will see here is analogous to that material and can be treated in a very similar fashion.

Before continuing, you should make sure you are familiar with the reactions where the esters are attacked by nucleophiles due to the electrophilic character of the carbonyl C and undergo nucleophilic substitution (Chapter 20)

All that is going to change in this chapter is the nature of the attacking nucleophile...

Treatment of esters with a suitable base can lead to the formation of a nucleophilic species called an enolate that will react with an electrophile

These C nucleophiles are useful for making new carbon-carbon bonds.

preparation of an enolate

Enolates

Reactions of Ester Enolates Reactions of Other Enolates Problems
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© Dr. Ian Hunt, Department of Chemistry, University of Calgary