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Related Reactions
Claisen Condensation

Dieckmann Condensation

The base-catalyzed intramolecular condensation of a diester. The Dieckmann Condensation works well to produce 5- or 6-membered cyclic ß-keto esters, and is usually effected with sodium alkoxide in alcoholic solvent.

The yields are good if the product has an enolizable proton; otherwise, the reverse reaction (cleavage with ring scission) can compete. See the Claisen Condensation.


Mechanism

The mechanism is similar to the Claisen Condensation.


Recent Literature


Silylative Dieckmann-Like Cyclizations of Ester-Imides (and Diesters)
T. R. Hoye, V. Dvornikovs, E. Sizova, Org. Lett., 2006, 8, 5089-5091.