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Organocatalyzed Reactions I and II presents a timely summary of organocatalysed reactions including: a) Enantioselective C-C bond formation processes e.g. Michael-addition, Mannich-reaction, Hydrocyanation (Strecker-reaction), aldol reaction, allylation, cycloadditions, aza-Diels-Alder reactions, benzoin condensation, Stetter reaction, conjugative Umpolung, asymmetric Friedel-Crafts reactions; b) Asymmetric enantioselective reduction processes e.g. Reductive amination of aldehydes or ketones, asymmetric transfer hydrogenation; c) Asymmetric enantioselective oxidation processes; d) Asymmetric epoxidation, Bayer-Villiger oxidation; e) Enantioselective a-functionalization; f) A-alkylation of ketones, a-halogenation and a-oxidation of carbonyl compounds.
This book, unique in its field, is a comprehensive description of all the methodologies reported for carrying out conjugate addition reactions in a stereoselective way, using small chiral organic molecules as catalysts (organocatalysts). In the last 3-4 years, this has been a rapidly growing field in organic chemistry, and many papers have appeared reporting excellent protocols for carrying out these highly efficient transformations that compete well with other classical approachse using transition metal catalysts. A particularly attractive feature of this transformation relies upon the fact that the conjugate addition (Michael and Hetero-Michael reactions) is an extraoridinarily effective means to initiate cascade processes which result in the formation of complex molecules from very small and simple starting blocks. The book, written by noted experts, covers all recent advances in this not topic, and provides a good state-of-the-art review for organic chemists working in this field and all those who wish to start projects in this area. The Series is intended to provide an accessible reference for postgraduates and industrialists working in the field of catalysis and its applications. Books will be produced either as monographs or reference handbooks. The Series will cover research developments and applications of catalysis, in both academia and industry.
Organocatalyzed Reactions I and II presents a timely summary of organocatalysed reactions including: a) Enantioselective C-C bond formation processes e.g. Michael-addition, Mannich-reaction, Hydrocyanation (Strecker-reaction), aldol reaction, allylation, cycloadditions, aza-Diels-Alder reactions, benzoin condensation, Stetter reaction, conjugative Umpolung, asymmetric Friedel-Crafts reactions; b) Asymmetric enantioselective reduction processes e.g. Reductive amination of aldehydes or ketones, asymmetric transfer hydrogenation; c) Asymmetric enantioselective oxidation processes; d) Asymmetric epoxidation, Bayer-Villiger oxidation; e) Enantioselective a-functionalization; f) A-alkylation of ketones, a-halogenation and a-oxidation of carbonyl compounds.
This book provides an excellent overview on state-of-the-art of modern organocatalysis. It presents the contributions from leading experts, with backgrounds in academia and industry, to an Ernst Schering Research Foundation Symposium held in April 2007. It will be of interest to those who want a general overview of the topic, but also to those who want to learn more about the state-of-the-art, current trends and perspectives in this highly dynamic field of research.
Sets forth an important group of environmentally friendly organic reactions With contributions from leading international experts in organic synthesis, this book presents all the most important methodologies for stereoselective organocatalysis, fully examining both the activation mode as well as the type of bond formed. Clear explanations guide researchers through all the most important methods used to form key chemical bonds, including carbon-carbon (C–C), carbon-nitrogen (C–N), and carbon-halogen (C–X) bonds. Moreover, readers will discover how the use of non-metallic catalysts facilitates a broad range of important reactions that are environmentally friendly and fully meet the standards of green chemistry. Stereoselective Organocatalysis begins with an historical overview and a review of activation modes in asymmetric organocatalysis. The next group of chapters is organized by bond type, making it easy to find bonds according to their applications. The first of these chapters takes a detailed look at the many routes to C–C bond formation. Next, the book covers: Organocatalytic C–N bond formation C–O bond formation C–X bond formation C–S, C–Se, and C–B bond formation Enantioselective organocatalytic reductions Cascade reactions forming both C–C bonds and C–heteroatom bonds The final chapter is devoted to the use of organocatalysis for the synthesis of natural products. All the chapters in the book are extensively referenced, serving as a gateway to the growing body of original research reports and reviews in the field. Based on the most recent findings and practices in organic synthesis, Stereoselective Organocatalysis equips synthetic chemists with a group of organocatalytic reactions that will help them design green reactions and overcome many challenges in organic synthesis.
Structured in three parts this manual recollects efficient organocatalytic transformations around clear principles that meet actual standard in asymmetric synthesis. Chapters were written by acknowledged leaders of the organocatalysis field, and are presented in a concise way. Volume 1: Privileged Catalysts gives insight to readers to the continuously increasing variety of catalysts, and the relatively complex interactions that make organocatalytic reactions selective. An appendix recollects catalyst structures with the adequate cross-references. Volume 2: Activations covers the fundamental activation types (non-covalent and covalent activations) and helps understanding the importance of physical parameters, and in particular, the role of water, that influences reactivity and selectivity. Volume 3: Reactions and Applications highlights transformations by reaction types. The final part of this volume is dedicated to application in multistep synthesis and industrial applications. Considering the ever increasing interest in the organocatalysis field, the book aims addressing to a large audience: to academic, and, industrial researchers, students and teachers who are interested in synthetic organic chemistry at advanced level. This book provides non-specialists with an introduction to the topic as well as serving as a valuable source for newcomers and researchers searching for an up-to-date and comprehensive overview of this promising area of synthetic organic chemistry.
Asymmetric catalysis represents still one of the major challenges in modern organic chemistry. Besides the well-established asymmetric metal-complex-catalysed syntheses and biocatalysis, the use of "pure" organic catalysts turned out to be an additional efficient tool for the synthesis of chiral building blocks. In this handbook, the experienced authors from academia and industry provide the first overview of the important use of such metal-free organic catalysts in organic chemistry. With its comprehensive description of numerous reaction types, e.g., nucleophilic substitution and addition reactions as well as cycloadditions and redox reactions, this book targets organic chemists working in industry and academia, and deserves a place in every laboratory.
Summarizing the emerging field of N-heterocyclic carbenes used in organocatalysis, this is an excellent overview of the synthesis and applications of NHCs focusing on carbon-carbon and carbon-heteroatom bond formation. Alongside comprehensive coverage of the synthesis, characteristics and applications, this handbook and ready reference also includes chapters on NHCs for polymerization reactions and natural product synthesis.
The series Topics in Current Chemistry Collections presents critical reviews from the journal Topics in Current Chemistry organized in topical volumes. The scope of coverage is all areas of chemical science including the interfaces with related disciplines such as biology, medicine and materials science. The goal of each thematic volume is to give the non-specialist reader, whether in academia or industry, a comprehensive insight into an area where new research is emerging which is of interest to a larger scientific audience.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.The chapter "Enamine/Transition Metal Combined Catalysis: Catalytic Transformations Involving Organometallic Electrophilic Intermediates" is available open access under a CC BY 4.0 License via link.springer.com.
Organocatalysis is considered today one of the three pillars in asymmetric catalysis, along with biocatalysis and organometallic catalysis. The possibility to combine organocatalysis with radical chemistry, photocatalysis and enabling technologies opened new avenues in organic synthesis.