Intramolecular Claisen Condensation of Dicarboxylic Esters: Dieckmann Cyclization

Dieckmann cyclization is an intramolecular Claisen condensation of diesters. The reaction occurs in the presence of a base and generates a cyclic β-ketoester as the final product. Commonly, 1, 6 and 1, 7-diesters are preferred substrates for the reaction since the generated five, and six-membered cyclic β-keto esters are particularly more stable...

Diesters undergo intramolecular Claisen condensation to produce cyclic β-ketoesters. This process is called Dieckmann cyclization and requires one equivalent of a strong base to push the reaction to completion.

1,6- and 1,7-diesters are the preferred substrates for cyclization as they produce stable five- and six-membered rings, respecti...