 Amino Group Chemistry: From Synthesis to the Life Sciences
ISBN: 978-3-527-31741-7
Hardcover
408 pages
January 2008
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List of Contributors.
1 Simple Molecules, Highly Effi cient Amination (Shunsuke Chiba and Koichi Narasaka).
1.1 Introduction.
1.2 Hydroxylamine Derivatives.
1.3 Oxime Derivatives.
1.4 Azo Compounds.
1.5 Oxaziridine Derivatives.
1.6 Chloramine-T.
1.7 N-Sulfonyliminophenyliodinane.
1.8 Transition Metal-Nitride Complexes.
1.9 Azido Derivatives.
1.10 Gabriel-Type Reagents.
1.11 Conclusion.
2 Catalytic C-H Amination with Nitrenes (Philippe Dauban and Robert H. Dodd).
2.1 Introduction.
2.2 Historical Overview.
2.3 Hypervalent Iodine-Mediated C−H Amination.
2.4 Other Nitrene Precursors for C−H Amination.
2.5 Amination of Aromatic C−H Bonds.
2.6 Applications in Total Synthesis.
2.7 Conclusions.
3 Nitroalkenes as Amination Tools (Roberto Ballini, Enrico Marcantoni, and Marino Petrini).
3.1 Introduction.
3.2 General Strategies for the Synthesis of Nitroalkenes.
3.3 Synthesis of Alkylamines.
3.4 Pyrrolidine Derivatives.
3.5 Piperidines and Piperazines.
3.6 Pyrrolizidines and Related Derivatives.
3.7 Arene-Fused Nitrogen Heterocycles.
3.8 Other Polycyclic Derivatives.
3.9 Conclusion.
4 Isocyanide-Based Multicomponent Reactions (IMCRs) as a Valuable Tool with which to Synthesize Nitrogen-Containing Compounds (Alexander Doemling).
4.1 Introduction.
4.2 The Ugi Reaction.
4.3 Passerini Reaction.
4.4 van Leusen Reaction.
4.5 Other IMCRs.
4.6 Outlook.
5 Direct Catalytic Asymmetric Mannich Reactions and Surroundings (Armando Córdova and Ramon Rios).
5.1 Introduction.
5.2 Organometallic Catalysts.
5.3 Metal-Free Organocatalysis.
5.4 Conclusions.
6 Amino-Based Building Blocks for the Construction of Biomolecules (André Mann).
6.1 Introduction.
6.2 Propargylamines (PLAs).
6.3 trans-4-Hydroxy-(S)-proline (HYP).
6.4 L-Serine (SER).
6.5 4-Methoxypyridine (MOP).
6.6 Aziridines (AZIs).
6.7 Homoallylamine (HAM).
6.8 Indole (IND).
6.9 Conclusion.
7 Aminated Sugars, Synthesis, and Biological Activity (Francesco Nicotra, Barbara La Ferla, and Cristina Airoldi).
7.1 Biological Relevance of Aminated Sugars.
7.2 Synthesis of Aminated Sugars.
7.3 Synthesis of Iminosugars.
7.4 Conclusions.
8 Selective N-Derivatization of Aminoglycosides en Route to New Antibiotics and Antivirals (Floris Louis van Delft).
8.1 Aminoglycoside Antibiotics.
8.2 RNA Targeting by Aminoglycosides.
8.3 The Role of Amino Functions in RNA Binding.
8.4 Development of RNA-Targeting Drugs.
8.5 Concluding Remarks.
9 Evolution of Transition Metal-Catalyzed Amination Reactions: the Industrial Approach (Ulrich Scholz).
9.1 Introduction: First Steps in the Field of Catalytic Aromatic Amination.
9.2 Alternatives to Transition Metal-Catalyzed Arylamination.
9.3 The Quest for Industrial Applications of Transition Metal-Catalyzed Arylamination.
9.4 Copper-Catalyzed Processes – More Recent Developments.
9.5 Palladium-Catalyzed Processes.
9.6 Nickel-Catalyzed Processes.
9.7 Summary.
Index.
