Michael addition


Definition: A conjugate addition reaction where a carbon nucleophile adds to the beta-carbon of an alpha,beta-unsaturated system (or an activated carbon-carbon bond).

ID: RXNO:0000009

Synonyms:

More about the RSC Name Reaction Ontology (RXNO)


Articles referencing this term

Linking the kinome and phosphorylome—a comprehensive review of approaches to find kinase targets
Richelle Sopko and Brenda J. Andrews, Mol. BioSyst., 2008 , 4 , 920
DOI: 10.1039/b801724g

Asymmetric multifunctional organocatalytic Michael addition of nitroalkanes to α,β-unsaturated ketones
Pengfei Li, Yongcan Wang, Xinmiao Liang and Jinxing Ye, Chem. Commun., 2008 , 3302
DOI: 10.1039/b804540b

Stereocontrolled synthesis of fully functionalized d-glucosamine monosaccharides via a domino nitro-Michael/Henry reaction
Alexander Adibekian, Mattie S. M. Timmer, Pierre Stallforth, Jimmy van Rijn, Daniel B. Werz and Peter H. Seeberger, Chem. Commun., 2008 , 3549
DOI: 10.1039/b805159c

Enantioselective organocatalytic Michael additions to acrylic acid derivatives: generation of all-carbon quaternary stereocentres
Caroline L. Rigby and Darren J. Dixon, Chem. Commun., 2008 , 3798
DOI: 10.1039/b805233f

Metal-free Michael addition initiated multicomponent oxidative cyclodehydration route to polysubstituted pyridines from 1,3-dicarbonyls
Frédéric Liéby-Muller, Christophe Allais, Thierry Constantieux and Jean Rodriguez, Chem. Commun., 2008 , 4207
DOI: 10.1039/b805680c

Controlling the formation of 1 out of 64 stereoisomers using organocatalysis
Søren Bertelsen, Rasmus L. Johansen and Karl Anker Jørgensen, Chem. Commun., 2008 , 3016
DOI: 10.1039/b806418k

Ni(ii)-catalyzed enantioselective Nazarov cyclizations
Irene Walz and Antonio Togni, Chem. Commun., 2008 , 4315
DOI: 10.1039/b806870d

B-Alkyl Suzuki couplings for the stereoselective synthesis of substituted pyrans
Gregory W. O’Neil and Alois Fürstner, Chem. Commun., 2008 , 4294
DOI: 10.1039/b806898d

Metal free thiol–maleimide ‘Click’ reaction as a mild functionalisation strategy for degradable polymers
Ryan J. Pounder, Matthew J. Stanford, Paul Brooks, Stephen P. Richards and Andrew P. Dove, Chem. Commun., 2008 , 5158
DOI: 10.1039/b809167f

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

A facile approach to fabricate functional 3D macroscopic silica microtube networks using N,N′-methylenediacrylamide organogel as template
Yu Xia, Yu Wang, Kai Chen and Liming Tang, Chem. Commun., 2008 , 5113
DOI: 10.1039/b811412a

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

Catalytic aziridination of electron-deficient olefins with an N-chloro-N-sodio carbamate and application of this novel method to asymmetric synthesis
Satoshi Minakata, Yuta Murakami, Ryoji Tsuruoka, Shinsuke Kitanaka and Mitsuo Komatsu, Chem. Commun., 2008 , 6363
DOI: 10.1039/b812978a

Convergent synthesis of 3-arm star polymers from RAFT-prepared poly(N,N-diethylacrylamide) via a thiol–ene click reaction
Justin W. Chan, Bing Yu, Charles E. Hoyle and Andrew B. Lowe, Chem. Commun., 2008 , 4959
DOI: 10.1039/b813438c

Chemical approach toward efficient DNA methylation analysis
Akimitsu Okamoto, Org. Biomol. Chem., 2009 , 7 , 21
DOI: 10.1039/b813595a

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

Modular assembly of novel DNA-based catalysts
Núria Sancho Oltra and Gerard Roelfes, Chem. Commun., 2008 , 6039
DOI: 10.1039/b814489c

Asymmetric catalytic aza-Morita–Baylis–Hillman reaction (aza-MBH): an interesting functional group-caused reversal of asymmetric induction
Min Shi, Ming-Juan Qi and Xu-Guang Liu, Chem. Commun., 2008 , 6025
DOI: 10.1039/b814500h

Primary amino acid lithium salt as a catalyst for asymmetric Michael addition of isobutyraldehyde with β-nitroalkenes
Atsushi Sato, Masanori Yoshida and Shoji Hara, Chem. Commun., 2008 , 6242
DOI: 10.1039/b814804j

Catalytic direct-type substitution reaction of α-alkyl enolates: a Pd/Brønsted base-catalysed approach to the decarboxylative allylation of sulfonylimidates
S. B. Jennifer Kan, Ryosuke Matsubara, Florian Berthiol and Shū Kobayashi, Chem. Commun., 2008 , 6354
DOI: 10.1039/b815845b

Asymmetric organocatalytic Michael addition of ketones to vinyl sulfone
Qiang Zhu, Lili Cheng and Yixin Lu, Chem. Commun., 2008 , 6315
DOI: 10.1039/b816307c

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

Formation of pentacyclic structures by a domino sequence on cyclic enamides
Gedu Satyanarayana, Caecilia Maichle-Mössmer and Martin E. Maier, Chem. Commun., 2009 , 1571
DOI: 10.1039/b820636h

Bridgehead enolates and bridgehead alkenes in a welwistatin model series
Valerie Boissel, Nigel S. Simpkins, Gurdip Bhalay, Alexander J. Blake and William Lewis, Chem. Commun., 2009 , 1398
DOI: 10.1039/b820674k

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

One-pot three-component tandem reaction of diazo compounds with anilines and unsaturated ketoesters: a novel synthesis of 2,3-dihydropyrrole derivatives
Yingguang Zhu, Changwei Zhai, Yongli Yue, Liping Yang and Wenhao Hu, Chem. Commun., 2009 , 1362
DOI: 10.1039/b822626a

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

Asymmetric generation of fluorine-containing quaternary carbons adjacent to tertiary stereocenters: uses of fluorinated methines as nucleophiles
Xiao Han, Jie Luo, Chen Liu and Yixin Lu, Chem. Commun., 2009 , 2044
DOI: 10.1039/b823184b

From one to three: a serine derivate manipulated homochiral metal-organic framework
Miao Wang, Ming-Hua Xie, Chuan-De Wu and Yan-Guang Wang, Chem. Commun., 2009 , 2396
DOI: 10.1039/b823323c

Asymmetric tandem Michael addition–ylide olefination reaction for the synthesis of optically active cyclohexa-1,3-diene derivatives
Long-Wu Ye, Shou-Bing Wang, Qing-Gang Wang, Xiu-Li Sun, Yong Tang and Yong-Gui Zhou, Chem. Commun., 2009 , 3092
DOI: 10.1039/b900048h