Modern amination methods / / edited by Alfredo Ricci

• Record Nr.: UNINA9910877466903321
• Pubbl/distr/stampa: Weinheim ; ; Cambridge, : Wiley-VCH, c2000
• ISBN: 1-281-76409-4; 9786611764098; 3-527-61318-8; 3-527-61319-6
• Descrizione fisica: 1 online resource (288 p.)
• Altri autori (Persone): RicciAlfredo <1939->
• Disciplina: 547.25; 660
• Soggetti: Amination - Methodology; Amines
• Lingua di pubblicazione: Inglese
• Formato: Materiale a stampa
• Livello bibliografico: Monografia
• Note generali: Description based upon print version of record.
• Nota di contenuto: Modern Amination Methods; Preface; Contents; List of Authors; Chapter 1 Modem Allylic Amination Methods; 1.1 Introduction; 1.2 Nucleophilic Amination of Functionalized Alkenes; 1.2.1 Amination of Allyl Alcohols; 1.2.2 Amination of Allyl halides; 1.2.2.1 Amination of Allyl Halides and Acetates Catalyzed by metal Complexes; 1.2.3 Electrophilic Amination of Non-Functionalized Alkenes; 1.2.4 Amination with Nitrene Complexes; 1.2.5 Amination Based on Ene-Reaction-Like Processes; 1.2.5.1 Type 1 Reactions: Ene Reaction Followed by [2,3]-Sigmatropic Rearrangement; 1.2.5.2 Type 2 Ene Reactions; 1.2.6 Allylic Amination with Ar-NX and a Metal Catalyst1.3 Summary; Acknowledgments; References; Chapter 2 Eletrophilic Amination Routes from Alkenes; 2.1 Introduction; 2.2 Indirect Stoichiometric Amination; 2.2.1 Amination via Organoboron Compounds; 2.2.1.1 Applications to the Synthesis of Primary Amines; 2.2.1.2 Applications to the Synthesis of Secondary Amines; 2.2.1.3 Applications to the Synthesis of Tertiary Amines; 2.2.2 Amination via Organozirconium Compounds; 2.3 Indirect Catalytic Amination; 2.4 Direct Alkene Amination; References; Chapter 3 Stereoselective Electrophilic Amination with Sulfonyloxycarbamates and Azodicarboxylates3.1 Introduction; 3.2 ; Sulfonyloxycarbamates; 3.2.1 Preparation of N-[(arylsulfonyl)oxy]carbamates; 3.2.2 Stereoselective Synthesis of a-Amino Carboxylic and Phosphonic Acids via Electrophilic Amination with Lithium rerr-Butyl N-(tosyloxy) Carbamate; 3.2.2.1 α-Amino Carboxylic Acids; 3.2.2.2 α-Amino Phosphonic Acids; 3.2.3 Reactions of Ethyl N-((p-nitrobenzenesulfonyl)oxy(carbamate with Chiral Enamines and Enol Ethers; 3.3 Dialkylazodicarboxylates; 3.3.1 Electrophilic Amination of Silyl Ketene Acetals3.3.2 Electrophilic Amination of Chiral Amide Enolates; 3.3.3 Electrophilic Amination of Chiral Ester Enolates; 3.3.3.1 β-Hydroxy Esters; 3.3.3.2 β-Amino Esters; 3.3.4 Electrophilic Amination of Ketone Enolates; 3.3.5 Electrophilic Amination of Phosphorous-Stabilized Anions; 3.3.5.1 Oxazaphospholanes; 3.3.5.2 Diazaphospholidines; 3.4 Chiral Electrophilic Aminating Reagents; 3.4.1 Azodicarboxylates and Azodicarboxamides; 3.4.2 Chiral Catalytic Approach; 3.5 Conclusion; References; Chapter 4 Glycosylamines as Auxiliaries in Stereoselective Syntheses of Chiral Amino Compounds4.1 Introduction; 4.1.1 Exo Anomeric Effect; 4.1.2 Influence of Coordinating Centers; 4.1.3 Pseudo-Enantiomeric Carbohydrates in Stereoselective Syntheses; 4.2 Syntheses of Amino Acids; 4.2.1 Syntheses of Enantiomerically Pure a-Amino Acids; 4.2.2 Syntheses of Enantiomerically Pure β-Amino Acids; 4.2.3 Rearrangement Reactions; 4.2.4 Stereoselective Multicomponent Reactions; 4.3 Stereoselective Syntheses of Chiral Heterocycles; 4.3.1 Heterocycles Through Cycloaddition Reactions; 4.3.2 Stereoselective Syntheses of Chiral Piperidines via Addition Reactions to 4-Pyridones
• Sommario/riassunto: Organic compounds containing amino groups are at the center of modern organic chemistry, and are widely used in the pharmaceutical industry, crop protection, natural product chemistry, and in advanced materials. Modern methods for the introduction of the amino group are therefore of major importance to synthetic chemists and product developers.Over the last decade, many methods have been developed to generate new C-N bonds. At the same time, the pharmaceutical and chemical industry was rapidly moving away from the development of racemic compounds to the direct synthesis of enantiomeric