Each review within the volume critically surveys one aspect of that topic and places it within the context of the volume as a whole. The most significant developments of the last 5 to 10 years are presented using selected examples to illustrate the principles discussed. The coverage is not intended to be an exhaustive summary of the field or include large quantities of data, but should rather be conceptual, concentrating on the methodological thinking that will allow the non-specialist reader to understand the information presented. Contributions also offer an outlook on potential future developments in the field.
Discover a comprehensive overview of efficient synthetic routes to an important compound class in organic and pharmaceutical chemistry Methodologies in Amine Synthesis: Challenges and Applications delivers powerful and state-of-the-art methods for the efficient preparation of amines. The text summarizes recent advances in the electrophilic amination reaction, hydroamination, C-H amination and newly developed photocatalytic approaches. The distinguished editor has included resources that discuss organocatalytic and enzymatic routes to the generation of amines under mild and environmentally friendly conditions. The book also highlights the relevance of the amino function in bioactive molecules, drugs, and smart materials, as well as the palladium-catalyzed aromatic amination reaction. It presents efficient and practical synthetic methods, highlights the opportunities and challenges associated with each, and discusses their possible applications in pharmaceutical chemistry and materials science. Edited by the expert who wrote Modern Amination Methods and Amino Group Chemistry, the book includes a breadth and depth of material essential to the practice of academic and industrial chemists working in organic synthesis and catalysis. Readers will also benefit from the inclusion of: A thorough introduction to new openings and perspectives in the electrophilic amination Discussions of asymmetric catalysed hydroaminomethylation and amino organocatalysis A treatment of the synthetic application of transaminase or MAO biocatalysis to the synthesis of amines An exploration of recent developments in C-H amination, as well as photocatalytic approaches to the synthesis of amines An examination of primary amines from renewable bio-based resources Perfect for organic, natural product, catalytic, medicinal, and polymer chemists, Methodologies in Amine Synthesis: Challenges and Applications will also earn a place in the libraries of materials scientists and chemists working with organometallics who desire a one-stop reference edited by a well-known expert in the field.
This first comprehensive presentation of this hot and important topic compiles the most up-to-date methods for chiral amine synthesis. The international list of authors reads like a "Who's Who" of the subject, providing a large array of highly practical information concentrated into the useful and essential methods. Following an introductory chapter devoted to helping readers quickly determine which strategies to choose for their investigation, this handbook and ready reference focuses on the examination of methods that are reliable and simultaneously efficient for the synthesis of structurally diverse aliphatic and aromatic chiral amines. Modern methods and applications found in (pharmaceutical) industry are also covered.
Die wichtigsten und nützlichsten Methoden der modernen stereoselektiven Synthese sind in diesem Band zusammengefasst. Viele anschauliche Beispiele für die Darstellung von Wirkstoffen und Naturstoffen regen zur gezielten Abwandlung und Integration in eigene Synthesewege an. Dabei geht es den Autoren weniger darum, das Gebiet in seiner Gesamtheit darzustellen; vielmehr versuchen sie, die wirklich grundlegenden Ansätze auszuwählen, die jeder organische Synthesechemiker kennen und anwenden sollte.
The state-of-the-art in stereoselective synthesis! Thoroughly revised and updated, this enlarged second edition offers a plethora of valuable information on methods and reagents in stereoselective synthesis. Methods have been selected for high efficiency and selectivity; mechanistic aspects are treated succinctly, with a strong emphasis on practical applications. For this new edition, material has been added on * homogeneous diastereoselective hydrogenations * enantioselective oxidations * novel, efficient chiral auxiliaries Much of the information given is presented in figures and tables, which makes the book a valuable reference work for the practically minded organic chemist. From reviews of the first edition: 'The extensive material in the volume should prove particularly useful to anyone involved in synthetic chemistry or teaching a course in organic chemistry.' Journal of Medicinal Chemistry 'With nearly 1400 references cited, the book contains a wealth of information and should be a useful addition to the chemist's library.' The American Scientist
The facile and atom-economic synthesis of amines via direct addition of an amine N-H or C-H moiety to an unactivated alkene belongs to the major challenges of organometallic catalysis. In this thesis we summarize our efforts towards the development of efficient stereoselective catalysts for the addition of the amine N-H-fragment to alkenes, which is known as a catalytic hydroamination reaction. We have performed a detailed mechanistic study of the rare earth metal-catalyzed stereoselective hydroamination/cyclization with particular focus on the kinetic resolution of racemic aminoalkenes. Key factors governing the reaction efficiency were determined and we were able to address the significantly more challenging intermolecular hydroamination by utilizing two rare earth metal-based catalyst families featuring sterically tunable C1- and C2-symmetric diolate ligand frameworks. The first example of an asymmetric intermolecular hydroamination of a simple alkene was demonstrated and enantioselectivities of up to 61% ee and 73% de were achieved in this novel catalytic process. Steric features of the voluminous silyl groups were shown to be detrimental for both catalyst stability and catalytic performance. A novel NOBIN-based C1-symmetric diolate ligand family was introduced and it was utilized for preparation of rare earth and group 4 metal diolates. Novel NOBIN-based complexes were active catalysts in hydroamination/cyclization reaching selectivities of up to 92% ee. We have also addressed the problem of limited substrate scope of group 4 metal-based hydroamination catalysts by introducing novel zirconium bis(amidate) complexes which perform hydroamination/cyclization of challenging substrates, including aminoheptenes, under mild reaction conditions. In addition to our studies of a hydroamination reaction we have also addressed a complementary transformation which involves a C-H addition of an amine to an unactivated alkene and is known as a hydroaminoalkylation reaction. We have developed highly active and enantioselective (up to 98% ee) group 5 metal-based catalysts for this transformation using 3,3'disilylated binaphtholate ligands and for the first time studied the kinetics and mechanism of the catalytic hydroaminoalkylation. The reaction was found to proceed via fast reversible non-dissociative metallaaziridine formation, followed by a fast alkene insertion and rate-determining amine exchange.
Organic Reaction Mechanisms 2009, the 45th annual volume in this highly successful and unique series, surveys research on organic reaction mechanisms described in the available literature dated 2009. The following classes of organic reaction mechanisms are comprehensively reviewed: Reaction of Aldehydes and Ketones and their Derivatives Reactions of Carboxylic, Phosphoric, and Sulfonic Acids and their Derivatives Oxidation and Reduction Carbenes and Nitrenes Nucleophilic Aromatic Substitution Electrophilic Aromatic Substitution Carbocations Nucleophilic Aliphatic Substitution Carbanions and Electrophilic Aliphatic Substitution Elimination Reactions Polar Addition Reactions Cycloaddition Reactions Molecular Rearrangements An experienced team of authors compile these reviews every year, so that the reader can rely on a continuing quality of selection and presentation. This volume includes a 5-year cumulative index.
