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.
Textbook on modern methods of organic synthesis.
|Author||: Jose L. Vicario|
|Publisher||: Royal Society of Chemistry|
|Release Date||: 2010|
|ISBN 10||: 1849730245|
|Pages||: 354 pages|
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.
|Author||: Jose L Vicario,Dolores Badia,Luisa Carrillo,Efraim Reyes|
|Publisher||: Royal Society of Chemistry|
|Release Date||: 2010-10-18|
|ISBN 10||: 1849732183|
|Pages||: 364 pages|
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.
The second edition of Comprehensive Organic Synthesis—winner of the 2015 PROSE Award for Multivolume Reference/Science from the Association of American Publishers—builds upon the highly respected first edition in drawing together the new common themes that underlie the many disparate areas of organic chemistry. These themes support effective and efficient synthetic strategies, thus providing a comprehensive overview of this important discipline. Fully revised and updated, this new set forms an essential reference work for all those seeking information on the solution of synthetic problems, whether they are experienced practitioners or chemists whose major interests lie outside organic synthesis. In addition, synthetic chemists requiring the essential facts in new areas, as well as students completely new to the field, will find Comprehensive Organic Synthesis, Second Edition an invaluable source, providing an authoritative overview of core concepts. Winner of the 2015 PROSE Award for Multivolume Reference/Science from the Association of American Publishers Contains more than170 articles across nine volumes, including detailed analysis of core topics such as bonds, oxidation, and reduction Includes more than10,000 schemes and images Fully revised and updated; important growth areas—including combinatorial chemistry, new technological, industrial, and green chemistry developments—are covered extensively
Demonstrates the wide scope of cycloaddition reactions, including the Diels-Alder reaction, the ene reaction, 1,3-dipolar cycloadditions and [2+2] cycloadditions in organic synthesis. The author, a leading exponent of the subject, illustrates the ways in which they can be employed in the synthesis of a wide range of carbocyclic and heterocyclic compounds, including a variety of natural products of various types. Special attention is given to intramolecular reactions, which often provide a rapid and efficient route to polycyclic compounds, and to the stereochemistry of the reactions, including recent and developing work on enantioselective synthesis.
|Author||: Michael Bryant Smith|
|Publisher||: CRC Press|
|Release Date||: 2013-10-23|
|ISBN 10||: 1466577924|
|Pages||: 242 pages|
Although less common than α-amino acids, non-α-amino acids—where the amino group is not on the carbon immediately adjacent to the carboxyl group but is attached to another carbon in the chain (for example, the β, γ, δ carbon)—are components of biologically important molecules, are significant in the pharmaceutical industry, and are useful starting materials for many areas of organic chemistry. Since the publication of the first edition of this book nearly 20 years ago, synthetic work devoted to the preparation of non- α-amino acids has expanded greatly. Methods of Non-α-Amino Acid Synthesis, Second Edition has been extensively rewritten and reorganized, providing an up-to-date review of strategies and methods for non-α-amino acid synthesis, particularly those amino acids that are key synthetic intermediates or important compounds in their own right. It focuses on acyclic amino acids of C3–C10, but also aminoalkanoic carboxylic acids, aminoalkenoic acids, and aminoalkynoic acids. The new edition contains many updated references and has a greater emphasis on the biological importance of non-α-amino acids. In addition to an array of synthetic methods, the book offers discussions on why non-α-amino acids are important. The book covers synthetic methods that rely on substituent refunctionalization, the conversion of cyclic precursors to acyclic amino acids, conjugate addition reactions, and enolate anion reactions and condensation reactions that lead to non-α-amino acids. It also examines reactions and strategies that lead to good diastereoselectivity and enantioselectivity during synthesis. A chapter devoted to biologically important amino acids includes separate sections on GABA, GABOB, carnitine, DAVA, statine, and other significant amino acids as well as a new section on peptides and proteins that contain non-α-amino acids. The final chapter addresses aminocyclic and heterocyclic amino acids.
Organozinc reagents are used extensively in organic synthesis to find useful pathways to organic products. Illustrated and tabulated with over 950 equations, schemes, tables, and figures, Organozinc Reagents in Organic Synthesis provides an overall picture of the chemistry of organozinc compounds. Written by a professor of organic chemistry, the book familiarizes the reader with the reactions involving organozinc reagents that have general usefulness in synthesis. Emphasis is placed on preparation methods and reactivity of organozinc reagents. Reactions are summarized in equations and schemes, making it easy for you to see the characteristics of each type of reaction.
The most useful reactions of organonitro compounds in organic synthesis Compounds containing nitro groups are useful intermediates for the synthesis of natural products and other complex organic molecules. The Nitro Group in Organic Synthesis focuses on reactions that proceed under mild conditions, important functional groups that can be synthesized by conversion of nitro groups, and the stereoselectivity of reactions of nitro compounds. These issues are of great importance to practicing researchers in today's pharmaceutical, agrochemical, and fine chemical industries. The Nitro Group in Organic Synthesis also emphasizes environmentally-friendly methods for nitration, the importance of aliphatic nitro compounds, and modern preparation of nitro compounds. Other topics discussed include: * Henry reaction * Asymmetric Michael addition * Alkylation, acylation, halogenation, and related reactions of RNO2 * Substitution and elimination of NO2 and RNO2 The Nitro Group in Organic Synthesis is a useful resource for researchers and students in organic and medicinal chemistry.
with contributions by numerous experts
|Author||: Barry M. Trost,M.F. Semmelhack,Ian Fleming|
|Release Date||: 1991|
|ISBN 10||: 9780080405957|
|Pages||: 1299 pages|
Volume 4 focuses on additions and the resulting substitutions at carbon-carbon &pgr;-bonds. Part 1 includes processes generally considered as simple polar reactions, reactive electrophiles and nucleophiles adding to alkenes and alkynes. A major topic is Michael-type addition to electron deficient &pgr;-bonds, featured in the first six chapters. In part 2 are collected the four general processes leading to nucleophilic aromatic substitution, including radical chain processes and transition metal activation through to &pgr;-complexation. Metal-activated addition (generally by nucleophiles) to alkenes and polyenes is presented in part 3, including allylic alkylation catalyzed by palladium. The coverage of nonpolar additions in part 4 includes radical additions, organometal addition (Heck reaction), carbene addition, and 1,3-dipolar cycloadditions.
|Author||: Richard John Mullins|
|Release Date||: 2004|
|Pages||: 522 pages|
This unique and long-awaited handbook on this important topic in the hot field of stereoselective organic synthesis covers several types of nucleophiles. Top international authors deal with modern forms of achieving stereoselective conjugate additions based on the use of chiral auxiliaries or asymmetric catalysis, such as P-N ligands, organocatalysis, domino reactions, Lewis acid and base catalysis. There is also a discussion of the employment of enantioselective conjugate addition transformations in total synthesis of important molecules. With its reliable and previously unpublished experimental procedures, this is a true source of high quality information.
Copper in organic synthesis has seen a tremendous development over the past ten years. This text represents the most comprehensive survey on the use of Copper and Cuprates in organic synthesis. The first time that the Patai Series touches on Copper compounds, it contains contributions by leading experts, and delivers the quality expected from the Patai Series.
|Publisher||: Georg Thieme Verlag|
|Release Date||: 2014-05-14|
|ISBN 10||: 3131720913|
|Pages||: 866 pages|
Science of Synthesis provides a critical review of the synthetic methodology developed from the early 1800s to date for the entire field of organic and organometallic chemistry. As the only resource providing full-text descriptions of organic transformations and synthetic methods as well as experimental procedures, Science of Synthesis is therefore a unique chemical information tool. Over 1000 world-renowned experts have chosen the most important molecular transformations for a class of organic compounds and elaborated on their scope and limitations. The systematic, logical and consistent organization of the synthetic methods for each functional group enables users to quickly find out which methods are useful for a particular synthesis and which are not. Effective and practical experimental procedures can be implemented quickly and easily in the lab.// The content of this e-book was originally published in December 2006.
Organic Synthesis: Strategy and Control is the long-awaited sequel to Stuart Warren’s bestseller Organic Synthesis: The Disconnection Approach, which looked at the planning behind the synthesis of compounds. This unique book now provides a comprehensive, practical account of the key concepts involved in synthesising compounds and focuses on putting the planning into practice. The two themes of the book are strategy and control: solving problems either by finding an alternative strategy or by controlling any established strategy to make it work. The book is divided into five sections that deal with selectivity, carbon-carbon single bonds, carbon-carbon double bonds, stereochemistry and functional group strategy. A comprehensive, practical account of the key concepts involved in synthesising compounds Takes a mechanistic approach, which explains reactions and gives guidelines on how reactions might behave in different situations Focuses on reactions that really work rather than those with limited application Contains extensive, up-to-date references in each chapter Students and professional chemists familiar with Organic Synthesis: The Disconnection Approach will enjoy the leap into a book designed for chemists at the coalface of organic synthesis.
Rhodium has proven to be an extremely useful metal due to its ability to catalyze an array of synthetic transformations, with quite often-unique selectivity. Hydrogenation, C-H activation, allylic substitution, and numerous other reactions are catalyzed by this metal, which presumably accounts for the dramatic increase in the number of articles that have recently emerged on the topic. P. Andrew Evans, the editor of this much-needed book, has assembled an internationally renowned team to present the first comprehensive coverage of this important area. The book features contributions from leaders in the field of rhodium-catalyzed reactions, and thereby provides a detailed account of the most current developments, including: Rhodium-Catalyzed Asymmetric Hydrogenation (Zhang) Rhodium-Catalyzed Hydroborations and Related Reactions (Brown) Rhodium-Catalyzed Asymmetric Addition of Organometallic Reagents to Electron Deficient Olefins (Hayashi) Recent Advances in Rhodium(I)-Catalyzed Asymmetric Olefin Isomerization and Hydroacylation Reactions (Fu) Stereoselective Rhodium(I)-Catalyzed Hydroformylation and Silylformylation Reactions and Their Application to Organic Synthesis (Leighton) Carbon-Carbon Bond-Forming Reactions Starting from Rh-H or Rh-Si Species (Matsuda) Rhodium(I)-Catalyzed Cycloisomerization and Cyclotrimerization Reactions (Ojima) The Rhodium(I)-Catalyzed Alder-ene Reaction (Brummond) Rhodium-Catalyzed Nucleophilic Ring Cleaving Reactions of Allylic Ethers and Amines (Fagnou) Rhodium(I)-Catalyzed Allylic Substitution Reactions and their Applications to Target Directed Synthesis (Evans) Rhodium(I)-Catalyzed [2+2+1] and [4+1] Carbocyclization Reactions (Jeong) Rhodium(I)-Catalyzed [4+2] and [4+2+2] Carbocyclizations (Robinson) Rhodium(I)-Catalyzed [5+2], [6+2], and [5+2+1] Cycloadditions: New Reactions for Organic Synthesis (Wender) Rhodium(II)-Stabilized Carbenoids Containing both Donor and Acceptor Substituents (Davies) Chiral Dirhodium(II)Carboxamidates for Asymmetric Cyclopropanation and Carbon-Hydrogen Insertion Reactions (Doyle) Cyclopentane Construction by Rhodium(II)-Mediated Intramolecular C-H Insertion (Taber) Rhodium(II)-Catalyzed Oxidative Amination (DuBois) Rearrangement Processes of Oxonium and Ammonium Ylides Formed by Rhodium(II)-Catalyzed Carbene-Transfer (West) Rhodium(II)-Catalyzed 1,3-Dipolar Cycloaddition Reactions (Austin) "Modern Rhodium-Catalyzed Organic Reactions" is an essential reference text for researchers at all levels in the general area of organic chemistry. This book provides an invaluable overview of the most significant developments in this important area of research, and will no doubt be an essential text for researchers at academic institutions and professionals at pharmaceutical/agrochemical companies.
Written for a graduate or possibly senior level first organic course in synthesis/reactions for students in chemistry, medicinal chemistry, or pharmacy, Organic Synthesis provides in one text a review of basic techniques and tools of organic chemistry as well as a thorough introduction to the synthesis process. The focus of the book is on familiarizing the student with the reactions necessary for synthesis, identifying and developing the strategies and methods of doing synthesis as well as developing the mental processes which must be used in planning and executing a synthesis, and then doing the synthesis. The text includes a unique chapter containing total synthesis done by students along with instructor commentaries as examples of approaches and potential pitfalls to synthesis.
"Introduces organic chemistry through a mechanistic approach within a functional group framework. Contains 1,668 exercises--many of which are taken directly from the scientific literature--that encourage readers to analyze and synthesize chemical concepts. Includes modern topics such as alkene metathesis, Suzuki and Stille cross-coupling reactions, and examples drawn from contemporary medical practice."--Provided by the publisher.