The ASI workshop on "Selectivities in Lewis Acid Promoted Reactions" held in the Emmantina-Hotel in Athens-Glyfada, Greece, October 2-7, 1988 was held to bring some light into the darkness of Lewis acid induced processes. As such the workshop reflects some current trends in organic synthesis, where Lewis acids are becoming a powerful tool in many different modern reactions, e.g. Diels-Alder reactions, Ene reactions, Sakurai reactions, and in general silicon and tin chemistry. The objective of this meeting was to bring together most of the world experts in the field to discuss the major reactions promoted by Lewis acids. Organic synthesis will play a major role in this book connected with some fundamental mechanistic work on allylsilane and -tin chemistry. Both natural product synthesis and unnatural molecules are presented in the chapters. The book presents all the 15 invited lectures and the contributions of 15 posters. I am confident that the material presented in this book will stimulate the chemistry, which has been discussed on our meeting, around the world. The meeting and the book were only possible through a grant of the NATO Scientific Affairs Devision and financial support by the following companies: Kali Chemie (Hannover, W-Germany), E. Merck (Darmstadt, W-Germany), Sandoz (Basel, Switzerland), Schering (Berlin, W-Germany).

Written by experts in the field, this is a much-needed overview of the rapidly emerging field of cooperative catalysis. The authors focus on the design and development of novel high-performance catalysts for applications in organic synthesis (particularly asymmetric synthesis), covering a broad range of topics, from the latest progress in Lewis acid / Br?nsted base catalysis to e.g. metal-assisted organo catalysis, cooperative metal/enzyme catalysis, and cooperative catalysis in polymerization reactions and on solid surfaces. The chapters are classified according to the type of cooperating activating groups, and describe in detail the different strategies of cooperative activation, highlighting their respective advantages and pitfalls. As a result, readers will learn about the different concepts of cooperative catalysis, their corresponding modes of operation and their applications, thus helping to find a solution to a specific synthetic catalysis problem.

Volatile organic solvents are the normal media used in both research scale and industrial scale synthesis of organic chemicals. Their environmental impact is significant, however, and so the development of alternative reaction media has become of great interest. Developments in the use of water as a solvent for organic synthesis have reached the point where it could now be considered a viable solvent for many organic reactions. Organic Reactions in Water demonstrates the underlying principles of using water as a reaction solvent and, by reference to a range of reaction types and systems, it’s effective use in synthetic organic chemistry. Written by an internationally respected team of contributors, and with a strong focus on the practical use of water as a reaction medium, this book illustrates the enormous potential of water for the development of new and unique chemistries and synthetic strategies, while at the same time offering a much reduced environmental impact.

Explores the potential of new types of anion-binding catalysts to solve challenging synthetic problems Anion-Binding Catalysis introduces readers to the use of anion-binding processes in catalytic chemical activation, exploring how this approach can contribute to the future design of novel synthetic transformations. Featuring contributions by world-renowned scientists in the field, this authoritative volume describes the structure, properties, and catalytic applications of anions as well as synthetic applications and practical analytical methods. In-depth chapters are organized by type of catalyst rather than reaction type, providing readers with an accessible overview of the existing classes of effective catalysts. The authors discuss the use of halogens as counteranions, the combination of (thio)urea and squaramide-based anion-binding with other types of organocatalysis, anion-binding catalysis by pnictogen and tetrel bonding, nucleophilic co-catalysis, anion-binding catalysis by pnictogen and tetrel bonding, and more. Helping readers appreciate and evaluate the potential of anion-binding catalysis, this timely book: Illustrates the historical development, activation mode, and importance of anion-binding in chemical catalysis Explains the analytic methods used to determine the anion-binding affinity of the catalysts Describes catalytic and synthetic applications of common NH- and OH-based hydrogen-donor catalysts as well as C-H triazole/triazolium catalysts Covers amino-catalysis involving enamine, dienamine, or iminium activation approaches Discusses new trends in the field of anion-binding catalysis, such as the combination of anion-binding with other types of catalysis Presenting the current state of the field as well as the synthetic potential of anion-binding catalysis in future, Anion-Binding Catalysis is essential reading for researchers in both academia and industry involved in organic synthesis, homogeneous catalysis, and pharmaceutical chemistry.

Lewis acids provide inexpensive access to elaborated molecules obtained with high selectivities (regio-, stereo-, and enantioselectivity). Lewis Acids and Selectivity in Organic Synthesis is the first book to deal with these new and promising roles of Lewis acids. The book begins with general considerations on Lewis acids and a description of Lewis acid-carbonyl complexes, which are involved in most of the reactions described: ene reactions, allylsilane and allyltin addition to carbonyl compounds, addition of nucleophiles to acetals, conjugated addition of allylsilanes and allyltins to unsaturated carbonyl compounds (Sakurai reaction), and Diels-Alder reaction. Subsequent chapters examine these issue in detail, with special attention given to the way Lewis acids induce diastereo- and enantioselectivity. The extensive use of schemes (approximately 1000) ensures rapid visual uptake of the information. Lewis Acids and Selectivity in Organic Synthesis serves as a valuable source of information for all who face the challenge of selectivity in organic synthesis.

Barry Trost: Transition metal catalyzed allylic alkylation.- Jeffrey W. Bode: Reinventing Amide Bond Formation.- Naoto Chatani and Mamoru Tobisu: Catalytic Transformations Involving the Cleavage of C-OMe Bonds.- Gregory L. Beutner and Scott E. Denmark: The Interplay of Invention, Observation and Discovery in the Development of Lewis Base Activation of Lewis Acids for Catalytic Enantioselective Synthesis.- David R. Stuart and Keith Fagnou: The Discovery and Development of a Palladium(II)-Catalyzed Oxidative Cross-Coupling of Two Unactivated Arenes.- Lukas Gooßen and Käthe Gooßen: Decarboxylative Cross-Coupling Reactions.- A. Stephen K. Hashmi: Gold-Catalyzed Organic Reactions.- Ben List: Developing Catalytic Asymmetric Acetalizations.- Steven M. Bischof, Brian G. Hashiguchi, Michael M. Konnick, and Roy A. Periana: The De NovoDesign of CH Bond Hydroxylation Catalysts.- Benoit Cardinal-David, Karl A. Scheidt: Carbene Catalysis: Beyond the Benzoin and Stetter Reactions.- Kenso Soai and Tsuneomi Kawasaki: Asymmetric autocatalysis of pyrimidyl alkanol.- Douglas C. Behenna and Brian M. Stoltz: Natural Products as Inspiration for Reaction Development: Catalytic Enantioselective Decarboxylative Reactions of Prochiral Enolate Equivalents. Hisashi Yamamoto: Acid Catalysis in Organic Synthesis.

The carbonyl group is undoubtedly one of the most important functional groups in organic chemistry, both in its role as reactive center for synthesis or derivatisation and as crucial feature for special structural or physiological properties. Vast and profound progress has been made in all aspects modern carbonyl chemistry. These achievements are, however, rather dispersed in the literature and it is often not easy for the researcher obtain a comprehensive overview of a relevant topic. Modern Carbonyl Chemistry overcomes this inconvenience by collating the information for appropriate themes. In this work internationally renowned experts and leaders in the field have surveyed recent aspects and modern features in carbonyl chemistry, such as cascade-reactions, one-pot-syntheses, recognition, or site differentiation.

This unusual collection of 49 essays gives an overview of the trends and accomplishments of synthetic organic chemistry in recent years. Unique in its approach, it deals with almost every aspect of modern synthesis. The first part of the book describes methods and reagents, with particular emphasis on rapidly developing organometallic and biooriented procedures. In the second part, these tools are applied to the syntheses of interesting target compounds and natural compounds with remarkable physiological properties. Mechanistic discussions and retrosynthetic analyses are included. More than 1000 up-to-date references help the reader to pursue the topics highlighted here. This book gives both the active researcher and the advanced student insight into the competitive atmosphere, creativity, and resourcefulness so characteristic of organic synthesis today.

This book highlights recently discovered aspects of “middle-size molecules,” focusing on (1) their unique bio-functions on the basis of derivatives and conjugates of natural products, saccharides, peptides, and nucleotides; (2) the synthesis of structurally complex natural products; (3) special synthetic methods for π-conjugated functional molecules; and (4) novel synthetic methods using flow chemistry. Given its scope, the book is of interest to industrial researchers and graduate students in the fields of organic chemistry, medicinal chemistry, and materials science.