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Guanidines, amidines and phosphazenes have been attracting attention in organic synthesis due to their potential functionality resulting from their extremely strong basicity. They are also promising catalysts because of their potential for easy molecular modification, possible recyclability, and reduced or zero toxicity. Importantly, these molecules can be derived as natural products – valuable as scientists move towards “sustainable chemistry”, where reagents and catalysts are derived from biomaterial sources. Superbases for Organic Synthesis is an essential guide to these important molecules for preparative organic synthesis. Topics covered include the following aspects: an introduction to organosuperbases physicochemical properties of organic superbases amidines and guanidines in organic synthesis phosphazene: preparation, reaction and catalytic role polymer-supported organosuperbases application of organosuperbases to total synthesis related organocatalysts: proton sponges and urea derivatives amidines and guanidines in natural products and medicines Superbases for Organic Synthesis is a comprehensive, authoritative and up-to-date guide to these important reagents for organic chemists, drug discovery researchers and those interested in the chemistry of natural products.
The view of organic synthesis as "a concentrated expression of predictive ability and creative capacity" was advocated in the early 1950s. A concise and readable account of the role of synthesis in modern science, Organic Synthesis: The Science Behind the Art presents the general ideology of pursuits in the area of organic synthesis, and examines the methodologies that have evolved in the search for solutions to synthetic problems. This unique book details outstanding achievements of modern organic synthesis, not only for their scientific merits, but also for the aesthetic appeal of the target molecules chosen and the intrinsic beauty of the solutions to the problems posed. By judicious selection of data covering the main areas of synthetic explorations, this book serves to illustrate both the evolution of well-known approaches as well as recently emerged trends most likely to determine the future development of organic synthesis. Special attention is given to the consideration of principles of molecular design in promising and challenging areas of current research. Primarily aimed at advanced undergraduate and graduate students, Organic Synthesis: The Science Behind the Art will also be of interest to teachers, researchers and anyone requiring an introduction to the problems of organic synthesis.
This book is designed for those who have had no more than a brief introduction to organic chemistry and who require a broad understanding of the subject. The book is in two parts. In Part I, reaction mechanism is set in its wider context of the basic principles and concepts that underlie chemical reactions: chemical thermodynamics, structural theory, theories of reaction kinetics, mechanism itself and stereochemistry. In Part II these principles and concepts are applied to the formation of particular types of bonds, groupings, and compounds. The final chapter in Part II describes the planning and detailed execution of the multi-step syntheses of several complex, naturally occurring compounds.
Contrary to all other books in the field of organic synthesis, this volume combines Corey's methodology, which is based on the concept of synthon and retrosynthetic analysis, with Evans' methodology based on the `Lapworth model' of alternating polarities. Using this approach, the formation of carbon-carbon bonds and the manipulation of functional groups are treated together, whereas the stereochemical aspects are considered separately. Emphasis is laid on the importance of rigid structures, whether in the starting materials, the synthetic intermediates or the transition states, as a means of controlling the stereochemistry of the organic compounds. Enclosed with the book is a copy of a miniprogram (CHAOS) for an IBM PC, or fully compatible computers, which is an interactive program, affording the beginner a fast and easy way of learning, exploring and looking for new synthetic schemes of molecules of moderate complexity. As a textbook on organic synthesis, this volume will be of immense value at university level.
This volume, number 23 in the "Tetrahedron Organic Chemistry" series, presents organolithium chemistry from the perspective of a synthetic organic chemist, drawing from the synthetic literature to present a unified overview of how organolithiums can be used to make molecules. The development of methods for the regioselective synthesis of organolithiums has replaced their image of indiscriminate high reactivity with one of controllable and subtle selectivity. Organolithium chemistry has a central role in the selective construction of C-C bonds in both simple and complex molecules, and for example has arguably overtaken aromatic electrophilic substitution as the most powerful method for regioselective functionalisation of aromatic rings. The twin themes of reactivity and selectivity run through the book, which reviews the ways by which organolithiums may be formed and the ways in which they react. Topics include advances in directed metallation, reductive lithiation and organolithium cyclisation reactions, along with a discussion of organolithium stereochemistry and the role played by ligands such as (-)-sparteine.
A reactions oriented course is a staple of most graduate organic programs, and synthesis is taught either as a part of that course or as a special topic. Ideally, the incoming student is an organic major, who has a good working knowledge of basic reactions, stereochemistry and conformational principles. In fact, however, many (often most) of the students in a first year graduate level organic course have deficiencies in their undergraduate work, are not organic majors and are not synthetically inclined. To save students much time catching up this text provides a reliable and readily available source for background material that will enable all graduate students to reach the same high level of proficiency in organic chemistry. Produced over many years with extensive feedback from students taking an organic chemistry course this book provides a reaction based approach. The first two chapters provide an introduction to functional groups; these are followed by chapters reviewing basic organic transformations (e.g. oxidation, reduction). The book then looks at carbon-carbon bond formation reactions and ways to ‘disconnect’ a bigger molecule into simpler building blocks. Most chapters include an extensive list of questions to test the reader’s understanding. There is also a new chapter outlining full retrosynthetic analyses of complex molecules which highlights common problems made by scientists. The book is intended for graduate and postgraduate students, scientific researchers in chemistry New publisher, new edition; extensively updated and corrected Over 950 new references with more than 6100 references in total Over 600 new reactions and figures replaced or updated Over 300 new homework problems from the current literature to provide nearly 800 problems to test reader understanding of the key principles
Most current state-of-the-art overview of this important class of compounds, encompassing many new and emerging applications The number of articles on organic azides continues to increase tremendously; on average, there are more than 1000 new publications a year Covers basic chemistry as well as state-of-the-art applications in life science and materials science World-ranked authors describe their own research in the wider context of azide chemistry Includes a chapter on safe synthesis and handling (azides can decompose explosively)
The in-lab preparation of certain chemical reagents provides a number of advantages over purchasing various commercially prepared samples. This is especially true in isolated regions where acquiring the necessary substances from overseas can cause undue delay and inconvenience due to restrictions on the transportation of hazardous chemicals. An inv