Conjugate Addition Reactions In Organic Synthesis

This book provides an introduction to the chemistry of conjugate reactions, a group of reactions that constitute one of the most important classes of chemical reactions in organic synthesis. The book is organised in terms of the major classes of conjugate acceptors. Within each of these classes, the chemistry and applications of conjugate additions with several different categories of nucleophiles have been examined. Where several different nucleophiles achieve the same synthetic transformation, they are cross-referenced within the book and qualitative comparisons offered where appropriate. Examples of the use of conjugate additions in total synthesis of important molecules are included, with a special emphasis throughout the book on stereoselectivity. This will be a useful main text for graduate and postgraduate courses on conjugate addition reactions or the Michael reaction. It could also serve as a supplementary text for courses on topics such as the chemistry of organocopper reagents, enamines and carbanion chemistry.

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 approaches 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 extraordinarily 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 hot 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.

Conjugate Addition Reactions in Organic Synthesis, second edition, provides an introduction to the chemistry of conjugate reactions, a group of reactions that constitute one of the most important classes of chemical reactions in organic synthesis. The book is organized according to class of acceptor rather than the class of nucleophile, which makes for easier synthetic problem solving. All aspects of conjugate addition reactions are covered, including theory, mechanism, catalysis, and total synthesis. Asymmetric processes are featured heavily, and there is emphasis on catalysis, given its importance in all aspects of organic synthesis today. Extensive examples in total synthesis illustrate how particular synthetic challenges are addressed and resolved with conjugate addition chemistry. The second edition features new coverage of acceptors and nucleophiles, as well as organocatalysis, gold catalysis, peptide catalysis, arene additions, and emerging areas such as biocatalytic methods and advances in mechanism theory. This book is an ideal reference for advanced undergraduates, post-graduates, researchers, and academics working in medicinal, pharmaceutical, polymer and industrial chemistry. Features a unique structure for this subject which enables readers to readily access information based on specific classes of conjugate acceptor Provides a thorough account of the latest thinking of the mechanistic basis of conjugate addition reactions and all the latest - and best - methods for achieving the highest selectivity in conjugate addition reactions Includes over 200 examples of total synthesis illustrating how particular synthetic challenges are addressed and resolved with conjugate addition chemistry Covers an up to date treatment of the latest aspects of conjugate addition reactions including inter alia, cascade reactions, organocatalysis and flow chemistry

Textbook on modern methods of organic synthesis.

The two-part, fifth edition of Advanced Organic Chemistry has been substantially revised and reorganized for greater clarity. The material has been updated to reflect advances in the field since the previous edition, especially in computational chemistry. Part B describes the most general and useful synthetic reactions, organized on the basis of reaction type. It can stand-alone; together, with Part A: Structure and Mechanisms, the two volumes provide a comprehensive foundation for the study in organic chemistry. Companion websites provide digital models for students and exercise solutions for instructors.

The latest volume in this series for organic chemists in industry presents critical discussions of widely used organic reactions or particular phases of a reaction. The material is treated from a preparative viewpoint, with emphasis on limitations, interfering influences, effects of structure and the selection of experimental techniques. The work includes tables that contain all possible examples of the reaction under consideration. Detailed procedures illustrate the significant modifications of each method.

This English edition of a best-selling and award-winning German textbook Reaction Mechanisms: Organic Reactions · Stereochemistry · Modern Synthetic Methods is aimed at those who desire to learn organic chemistry through an approach that is facile to understand and easily committed to memory. Michael Harmata, Norman Rabjohn Distinguished Professor of Organic Chemistry (University of Missouri) surveyed the accuracy of the translation, made certain contributions, and above all adapted its rationalizations to those prevalent in the organic chemistry community in the English-speaking world. Throughout the book fundamental and advanced reaction mechanisms are presented with meticulous precision. The systematic use of red "electron-pushing arrows" allows students to follow each transformation elementary step by elementary step. Mechanisms are not only presented in the traditional contexts of rate laws and substituent effects but, whenever possible, are illustrated using practical, useful and state-of-the-art reactions. The abundance of stereoselective reactions included in the treatise makes the reader familiar with key concepts of stereochemistry. The fundamental topics of the book address the needs of upper-level undergraduate students, while its advanced sections are intended for graduate-level audiences. Accordingly, this book is an essential learning tool for students and a unique addition to the reference desk of practicing organic chemists, who as life-long learners desire to keep abreast of both fundamental and applied aspects of our science. In addition, it will well serve ambitious students in chemistry-related fields such as biochemistry, medicinal chemistry and pharmaceutical chemistry. From the reviews: "Professor Bruckner has further refined his already masterful synthetic organic chemistry classic; the additions are seamless and the text retains the magnificent clarity, rigour and precision which were the hallmark of previous editions. The strength of the book stems from Professor Bruckner’s ability to provide lucid explanations based on a deep understanding of physical organic chemistry and to limit discussion to very carefully selected reaction classes illuminated by exquisitely pertinent examples, often from the recent literature. The panoply of organic synthesis is analysed and dissected according to fundamental structural, orbital, kinetic and thermodynamic principles with an effortless coherence that yields great insight and never over-simplifies. The perfect source text for advanced Undergraduate and Masters/PhD students who want to understand, in depth, the art of synthesis ." Alan C. Spivey, Imperial College London "Bruckner’s ‘Organic Mechanisms’ accurately reflects the way practicing organic chemists think and speak about organic reactions. The figures are beautifully drawn and show the way organic chemists graphically depict reactions. It uses a combination of basic valence bond pictures with more sophisticated molecular orbital treatments. It handles mechanisms both from the "electron pushing perspective" and from a kinetic and energetic view. The book will be very useful to new US graduate students and will help bring them to the level of sophistication needed to be serious researchers in organic chemistry." Charles P. Casey, University of Wisconsin-Madison "This is an excellent advanced organic chemistry textbook that provides a key resource for students and teachers alike." Mark Rizzacasa, University of Melbourne, Australia.