Aldol addition

Definition: A carbon-carbon coupling reaction where an enol or enolate reacts with a carbonyl compound to form a beta-hydroxy ketone. The name comes from aldehyde + alcohol.

ID: RXNO:0000016

Synonyms:

More about the RSC Name Reaction Ontology (RXNO)

Articles referencing this term

Catalytic enantioselective Reformatsky reaction with ketones
M. Ángeles Fernández-Ibáñez, Beatriz Maciá, Adriaan J. Minnaard and Ben L. Feringa, Chem. Commun., 2008 , 2571
DOI: 10.1039/b801749b

Synthesis of 4a-carba-α-d-lyxofuranose from 2,3-O-isopropylidene-l-erythruronolactone via Tebbe-mediated cascade reaction
Girija Prasad Mishra, G. Venkata Ramana and B. Venkateswara Rao, Chem. Commun., 2008 , 3423
DOI: 10.1039/b802418a

The first example of enamine–Lewis acid cooperative bifunctional catalysis: application to the asymmetric Aldol reaction
Kenny Arnold, Andrei S. Batsanov, Bryan Davies, Christophe Grosjean, Thorben Schütz, Andrew Whiting and Kerstin Zawatzky, Chem. Commun., 2008 , 3879
DOI: 10.1039/b806779a

Lewis base-catalyzed conjugate reduction and reductive aldol reaction of α,β-unsaturated ketones using trichlorosilane
Masaharu Sugiura, Norimasa Sato, Shunsuke Kotani and Makoto Nakajima, Chem. Commun., 2008 , 4309
DOI: 10.1039/b807529h

Design of chiral bifunctional secondary amine catalysts for asymmetric enamine catalysis
Taichi Kano and Keiji Maruoka, Chem. Commun., 2008 , 5465
DOI: 10.1039/b809301f

Enantioselective synthesis of cyclopropylcarboxamides using s-BuLi–sparteine-mediated metallation
Stephanie Lauru, Nigel S. Simpkins, David Gethin and Claire Wilson, Chem. Commun., 2008 , 5390
DOI: 10.1039/b810441g

Enantioselective organocatalytic conjugate addition of α-aminoketone to nitroolefins
Sébastien Belot, Sarah Sulzer-Mossé, Stefan Kehrli and Alexandre Alexakis, Chem. Commun., 2008 , 4694
DOI: 10.1039/b810789k

Rhodium-catalysed hydroacylation or reductive aldol reactions: a ligand dependent switch of reactivity
James D. Osborne and Michael C. Willis, Chem. Commun., 2008 , 5025
DOI: 10.1039/b810935d

Silylmethyl-substituted cyclopropyl and other strained ring systems: cycloaddition with dipolarophiles
Divya Agrawal and Veejendra K. Yadav, Chem. Commun., 2008 , 6471
DOI: 10.1039/b812285g

New chemical and biological applications of fluorous technologies
Wei Zhang and Chun Cai, Chem. Commun., 2008 , 5686
DOI: 10.1039/b812433g

Enzyme assays
Jean-Louis Reymond, Viviana S. Fluxà and Noélie Maillard, Chem. Commun., 2009 , 34
DOI: 10.1039/b813732c

Recyclable organocatalysis: highly enantioselective Michael addition of 1,3-diaryl-1,3-propanedione to nitroolefins
Bin Tan, Xuan Zhang, Pei Juan Chua and Guofu Zhong, Chem. Commun., 2009 , 779
DOI: 10.1039/b813915f

Chemistry and structural determination of botcinolides, botcinins, and botcinic acids
Isamu Shiina and Hiroki Fukui, Chem. Commun., 2009 , 385
DOI: 10.1039/b814375g

Iterative synthesis of acenes via homo-elongation
Chih-Hsiu Lin, Ke-Han Lin, Bikash Pal and Li-Der Tsou, Chem. Commun., 2009 , 803
DOI: 10.1039/b814840f

Synergic asymmetric organocatalysis (SAOc) of Cinchona alkaloids and secondary amines in the synthesis of bicyclo[2.2.2]octan-2-ones
Marco Bella, Daniele M. Scarpino Schietroma, Pier Paolo Cusella, Tecla Gasperi and Valerio Visca, Chem. Commun., 2009 , 597
DOI: 10.1039/b816550e

Direct enantioselective aldol reactions catalyzed by a proline–thiourea host–guest complex
Ömer Reis, Serkan Eymur, Barbaros Reis and Ayhan S. Demir, Chem. Commun., 2009 , 1088
DOI: 10.1039/b817474a

Kinetic characterization of spiropyrans in aqueous media
Thorsten Stafforst and Donald Hilvert, Chem. Commun., 2009 , 287
DOI: 10.1039/b818050d

Asymmetric catalysis with chiral primary amine-based organocatalysts
Li-Wen Xu, Jie Luo and Yixin Lu, Chem. Commun., 2009 , 1807
DOI: 10.1039/b821070e

Polycyclic alkaloids via transannular Mannich reactions
Paulo Vital, Masood Hosseini, M. Sundaram Shanmugham, Charlotte H. Gotfredsen, Pernille Harris and David Tanner, Chem. Commun., 2009 , 1888
DOI: 10.1039/b822955d

α,α-Diarylprolinols: bifunctional organocatalysts for asymmetric synthesis
Alessandra Lattanzi, Chem. Commun., 2009 , 1452
DOI: 10.1039/b900098d

Recent development of reactions with α-diazocarbonyl compounds as nucleophiles
Yan Zhang and Jianbo Wang, Chem. Commun., 2009 , 5350
DOI: 10.1039/b908378b

Recent extensions of the Morita–Baylis–Hillman reaction
Guang-Ning Ma, Jia-Jun Jiang, Min Shi and Yin Wei, Chem. Commun., 2009 , 5496
DOI: 10.1039/b909405a

α,α′-Dihydroxyketone formation using aromatic and heteroaromatic aldehydes with evolved transketolase enzymes
James L. Galman, David Steadman, Sarah Bacon, Phattaraporn Morris, Mark E. B. Smith, John M. Ward, Paul A. Dalby and Helen C. Hailes, Chem. Commun., 2010 , 46 , 7608
DOI: 10.1039/c0cc02911d

Highly organocatalytic asymmetric Michael–ketone aldol–dehydration domino reaction: straightforward approach to construct six-membered spirocyclic oxindoles
Liang-Liang Wang, Lin Peng, Jian-Fei Bai, Qing-Chun Huang, Xiao-Ying Xu and Li-Xin Wang, Chem. Commun., 2010 , 46 , 8064
DOI: 10.1039/c0cc03032e

Green alcohol couplings without transition metal catalysts: base-mediated β-alkylation of alcohols in aerobic conditions
Laura J. Allen and Robert H. Crabtree, Green Chem., 2010 , 12 , 1362
DOI: 10.1039/c0gc00079e

New fluorescent trans-dihydrofluoren-3-ones from aldol–Robinson annulation–regioselective addition involved one-pot reaction
Yingpeng Huo, Xu Qiu, Weiyan Shao, Jianing Huang, Yanjun Yu, Yinglin Zuo, Linkun An, Jun Du and Xianzhang Bu, Org. Biomol. Chem., 2010 , 8 , 5048
DOI: 10.1039/c0ob00401d