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Aldol information


General aldol structure showing the α and 𝛽 positions of carbons relative to the carbonyl. When R3 is -H, it is an aldol, when R3 is a carbon, it is a ketol.

In organic chemistry, an aldol is a structure consisting of a hydroxy group (-OH) two carbons away from either an aldehyde or a ketone. The name combines the suffix 'ol' from the alcohol and the prefix depending on the carbonyl group, either 'ald' for an aldehyde, or 'ket' for a ketone, in which case it referred to as a 'ketol'. An aldol may also use the term β-hydroxy aldehyde (or β-hydroxy ketone for a ketol). The term "aldol" may refer to 3-hydroxybutanal.[1][2]

Aldols are the product of a carbon-carbon bond-formation reaction, giving them wide applicability as a pre-cursor for a variety of other compounds.

  1. ^ Kohlpainter, Christian; Schulte, Markus; Falbe, Jürgen; Lappe, Peter; Weber, Jürgen; Frey, Guido D. (15 January 2013). "Aldehydes, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry (7). doi:10.1002/14356007.a01_321.pub3. ISBN 9783527303854. Retrieved 1 April 2023 – via Wiley Online Library.
  2. ^ PubChem. "CID 21282929". National Center for Biotechnology Information. Retrieved 2023-04-15.

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Aldol

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In organic chemistry, an aldol is a structure consisting of a hydroxy group (-OH) two carbons away from either an aldehyde or a ketone. The name combines...

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Aldol condensation

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An aldol condensation is a condensation reaction in organic chemistry in which two carbonyl moieties (of aldehydes or ketones) react to form a β-hydroxyaldehyde...

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Aldol reaction

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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...

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Aldol reactions

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In organic chemistry, aldol reactions are acid- or base-catalyzed reactions of aldehydes or ketones. Aldol addition or aldolization refers to the addition...

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Mukaiyama aldol addition

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In organic chemistry, the Mukaiyama aldol addition is an organic reaction and a type of aldol reaction between a silyl enol ether (R2C=CR−O−Si(CH3)3)...

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Stork enamine alkylation

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The Stork enamine alkylation involves the addition of an enamine to a Michael acceptor (e.g., an α,β -unsaturated carbonyl compound) or another electrophilic...

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Robinson annulation

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β-unsaturated ketone in a cyclohexane ring by a Michael addition followed by an aldol condensation. This procedure is one of the key methods to form fused ring...

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Modified aldol tandem reaction

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Modified aldol tandem reaction is a sequential chemical transformation that combines aldol reaction with other chemical reactions that generate enolates...

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Enolate

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Often, as in conventional Claisen condensations, Mannich reactions, and aldol condensations, enolates are generated in low concentrations with alkoxide...

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Triflate

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triflate is used in such reactions as aldol reactions and Diels–Alder reactions. An example is the Mukaiyama aldol addition reaction between benzaldehyde...

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Dynamic kinetic resolution in asymmetric synthesis

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other bonds have been formed using DKR and are highly successful. The aldol reaction has been extensively researched primarily because of the inherent...

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Dynamic covalent chemistry

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formation of new covalent bonds. Some examples include Diels–Alder and aldol reactions. In some cases, a reaction can pertain to both categories. For...

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Chiral auxiliary

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auxiliaries for one asymmetric alkylation reaction and four asymmetric aldol reactions, setting the absolute stereochemistry of nine stereocenters. Cytovaricin...

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Teruaki Mukaiyama

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as the Mitsunobu reaction. The aldol reaction is an essential tool for synthetic chemists. At its simplest, the aldol reaction involves two carbonyl compounds...

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DeMayo reaction

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species with a C=C bond) and the resulting cyclobutane ring undergoes a retro-aldol reaction to yield a 1,5-diketone: The net effect is to add the two carbon...

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Aldehyde

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the aldol reaction, the metal enolates of ketones, esters, amides, and carboxylic acids add to aldehydes to form β-hydroxycarbonyl compounds (aldols). Acid...

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Proline organocatalysis

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development of related reactions including the Michael addition, asymmetric aldol reaction, and the Mannich reaction. This reaction has likewise been used...

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Alexander Borodin

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demonstrate nucleophilic substitution, as well as being the co-discoverer of the aldol reaction. Borodin was a promoter of education in Russia and founded the...

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Titanium

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used in organic chemistry as a Lewis acid, for example in the Mukaiyama aldol condensation. In the van Arkel–de Boer process, titanium tetraiodide (TiI4)...

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Mesityl oxide

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colorless, volatile liquid with a honey-like odor. It is prepared by the aldol condensation of acetone to give diacetone alcohol, which readily dehydrates...

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Organocopper chemistry

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carbocupration/Mukaiyama aldol reaction sequence (as shown in the figure above) carbocupration favors the formation of the Z-aldol. Yao, B.; Liu, Y.; Zhao...

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