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The mechanism for base-catalyzed aldol condensation can be seen in the image below. A mechanism for aldol condensation in basic conditions, which occurs via enolate intermediates and E1CB elimination. The process begins when a free hydroxide (strong base) strips the highly acidic proton at the alpha carbon of the aldehyde.
The aldol reaction (aldol addition) is a reaction in organic chemistry that combines two carbonyl compounds (e.g. aldehydes or ketones) to form a new β-hydroxy carbonyl compound. Its simplest form might involve the nucleophilic addition of an enolized ketone to another:
After which it may undergo dehydration to give a unsaturated carbonyl compound, the aldol condensation product. The scheme shows a simple mechanism for the base-catalyzed aldol reaction of an aldehyde with itself. Base-catalyzed aldol reaction. Simple mechanism for base-catalyzed aldol reaction of an aldehyde with itself. Base-catalyzed dehydration
Aldol reactions are a key reaction in organic chemistry because they provide a means of forming carbon-carbon bonds, allowing for the synthesis of more complex molecules. [ 9 ] An aldol condensation reaction is one of the most common examples of an E1cB mechanism.
The Hajos–Parrish–Eder–Sauer–Wiechert and Barbas-List [1] reactions in organic chemistry are a family of proline-catalysed asymmetric aldol reactions.. In the 1970s, two research groups discovered (and published) almost simultaneously their discoveries of two related intramolecular reactions: Zoltan Hajos and David Parrish at Hoffmann-La Roche [2] [3] and Rudolf Wiechert et al at ...
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 ...
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Below, the reaction mechanism is shown with R 2 = H: Mukaiyama Aldol-MechanismusV7 en. In the cited example the Lewis acid TiCl 4 is used. First, the Lewis acid activates the aldehyde component followed by carbon-carbon bond formation between the enol silane and the activated aldehyde. With the loss of a chlorosilane the compound 1 is built.