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The Dieckmann condensation, where a molecule with two ester groups reacts intramolecularly, forming a cyclic β-keto ester. In this case, the ring formed must not be strained, usually a 5- or 6-membered chain or ring. Retro-Claisen condensation is the reverse of the title reaction, i.e., the base-induced cleavage of 2-ketoesters
This reaction is important for energy generation and for carbon assimilation. The reaction proceeds via a non-covalently bound citryl-coenzyme A intermediate in a 2-step process (aldol-Claisen condensation followed by the hydrolysis of citryl-CoA).
All thiolases, whether they are biosynthetic or degradative in vivo, preferentially catalyze the degradation of 3-ketoacyl-CoA to form acetyl-CoA and a shortened acyl-CoA species, but are also capable of catalyzing the reverse Claisen condensation reaction (reflecting the negative Gibbs energy change of the degradation, which is independent of ...
Idealized scheme showing condensation of two amino acids to give a peptide bond. Many variations of condensation reactions exist. Common examples include the aldol condensation and the Knoevenagel condensation , which both form water as a by-product, as well as the Claisen condensation and the Dieckman condensation (intramolecular Claisen ...
Claisen may refer to: Rainer Ludwig Claisen, a German chemist Claisen rearrangement, a reaction of a allyl vinyl ether to a γ,δ-unsaturated carbonyl; Claisen condensation, a reaction between esters and carbonyl compounds in the presence of a strong base; Ireland–Claisen rearrangement, a chemical reaction of an allylic ester with strong base
They generally form by the Claisen condensation. The presence of the keto group at the beta position allows them to easily undergo thermal decarboxylation. [7] Gamma-keto acids, Gamma-ketoacids, or 4-oxoacids have the ketone group at the third carbon from the carboxylic acid. Levulinic acid is an example.
The reaction is known as the Claisen reaction and was described by Claisen for the first time in 1890. Discovered the thermally induced rearrangement of allyl phenyl ether in 1912. He details its reaction mechanism in his last scientific publication (1925). In his honor, the reaction has been named the Claisen rearrangement.
Claisen condensation; Claisen rearrangement; Claisen–Schmidt condensation; Clemmensen reduction; Collins reagent; Combes quinoline synthesis; Conia reaction; Conrad–Limpach synthesis; Cook–Heilbron thiazole synthesis; Cope elimination; Cope rearrangement [24] Corey reagent; Corey–Bakshi–Shibata reduction; Corey–Fuchs reaction; Corey ...