A ketone enolate is an
enolate formed from a
ketone
In organic chemistry, a ketone is a functional group with the structure R–C(=O)–R', where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group –C(=O)– (which contains a carbon-oxygen double bo ...
by reaction with a
strong base
In chemistry, there are three definitions in common use of the word base, known as Arrhenius bases, Brønsted bases, and Lewis bases. All definitions agree that bases are substances that react with acids, as originally proposed by G.-F. Rou ...
, such as
lithium diisopropylamide, or with a
Lewis acid
A Lewis acid (named for the American physical chemist Gilbert N. Lewis) is a chemical species that contains an empty orbital which is capable of accepting an electron pair from a Lewis base to form a Lewis adduct. A Lewis base, then, is any sp ...
such as
dibutylboron trifluoromethanesulfonate
Dibutylboron trifluoromethanesulfonate (also called dibutylboron triflate or DBBT) is a reagent in organic chemistry. Its chemical formula is C9H18BF3O3S. It is used in asymmetric synthesis for example in the formation of boron enolates in the al ...
and a weak base such as
''N'',''N''-diisopropylethylamine. In the latter case, the base takes the hydrogen ion from the
alpha carbon of the ketone and the electron acceptor atom of the Lewis acid becomes attached to the oxygen of the ketone.
References
Enols
Ketones
Anions
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