Mannich reaction

The Mannich reaction is an organic reaction which consists of an amino alkylation of an acidic proton placed next to a carbonyl functional group with formaldehyde and ammonia or any primary or secondary amine. The final product is a β-amino-carbonyl compound also known as a Mannich base. Reactions between aldimines and α-methylene carbonyls are also considered Mannich reactions because these imines form between amines and aldehydes. The reaction is named after Chemist Carl Mannich.

References

Heterobimetallic Transition Metal/Rare Earth Metal Bifunctional Catalysis: A Cu/Sm/Schiff Base Complex forSyn-Selective Catalytic Asymmetric Nitro-MannichReaction

Shinya Handa, Vijay Gnanadesikan, Shigeki Matsunaga and Masakatsu Shibasaki

J. Am. Chem. Soc., 2010, 132 (13), pp 4925–4934

 

 

Enantioselective Organocatalytic Mannich Reactions with Autocatalysts and Their Mimics

Xinbo Wang, Yongbo Zhang, Haibo Tan, Yanchao Wang, Peng Han and David Zhigang Wang

J. Org. Chem., 2010, 75 (7), pp 2403–2406

 

 

Direct Catalytic Asymmetric Vinylogous Mannich-Type and Michael Reactions of an α,β-Unsaturated γ-Butyrolactam under Dinuclear Nickel Catalysis

Nicholas E. Shepherd, Hirooki Tanabe, Yingjie Xu, Shigeki Matsunaga and Masakatsu Shibasaki

J. Am. Chem. Soc., 2010, 132 (11), pp 3666–3667

 

 

Asymmetric Aza-Mannich Addition of Oxazolones to N-Tosyl Aldimines: Synthesis of Chiral α-Disubstituted α,β-Diamino Acids

Xiaodong Liu, Leijiao Deng, Xianxing Jiang, Wenjin Yan, Chunliang Liu and Rui Wang

Org. Lett., 2010, 12 (4), pp 876–879

 

 

Asymmetric Mannich reaction catalyzed by N-arylsulfonyl-l-proline amides
Tetrahedron: AsymmetryVolume 21, Issue 129 January 2010Pages 58-61
Eva Veverková, Jana Štrasserová, Radovan Šebesta, Štefan Toma

 

 

The first example of a crystallization-induced asymmetric transformation (CIAT) in the Mannich reaction
Tetrahedron: AsymmetryVolume 21, Issue 129 January 2010Pages 69-74
Pavol Jakubec, Pavel Petráš, Andrej Ďuriš, Dušan Berkeš

 

 

 Direct Mannich reaction mediated by Fe(Cp)2PF6 under solvent-free conditions

Tetrahedron LettersVolume 51, Issue 320 January 2010Pages 489-494
Rukhsana I. Kureshy, Santosh Agrawal, S. Saravanan, Noor-ul H. Khan, Arpan K. Shah, Sayed H.R. Abdi, Hari C. Bajaj, E. Suresh

 

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