Stereoselective Reductions


Book Description




Reductions by the Alumino- and Borohydrides in Organic Synthesis


Book Description

A complete guide to selection and use of the best reagents for a wide range of transformations This book is the updated and expanded Second Edition of Jacqueline Seyden-Penne's practical guide to selection of reducing reagents in organic synthesis. It is an indispensable working resource for organic synthetic chemists-the only reference focusing exclusively on aluminohydrides and borohydrides and their derivatives. Simple to use, it is organized according to specific reductions so that chemists can more easily match the best reagent to a given transformation. Throughout, Dr. Seyden-Penne emphasizes four crucial categories: compatibility, possibilities for partial reduction, the regio- and stereoselectivity of reductions that are altered or controlled by neighboring groups, and asymmetric reductions. Extremely well-referenced, Reductions by the Alumino- and Borohydrides in Organic Synthesis provides the most up-to-date, detailed coverage of: * Successful techniques for performing highly selective reductions * Chemo-, regio-, stereo-, and enantioselective reductions of both simple and complex compounds * Best methods for obtaining the main functional groups by hydridereduction, provided in quick-reference tabular form * New and more selective reagents developed within the last five years * Experimental conditions, including solvent and temperature, and yields for most cases described.







Reduction


Book Description

This volume contains 37 chapters on methods for reducing functional groups, organized into four main parts. (i) Reduction of C=X systems, where X is an electronegative heteroatom, divided into 14 chapters based on the degree of reduction, the oxidation level of the C=X substrate, and on the nature of the reagent. (ii) Reduction of X=Y systems, divided into three chapters, covering the reduction of such groups as nitro, azo, and the various kinds of P=O and S=O groups. (iii) Reduction of C=C and C≡C, divided into 12 chapters based on the method of reduction, with aromatic, heteroaromatic, and conjugated systems treated separately, and including an extensive discussion of hydrometallation. (iv) Reduction of single bonds, C-X to C-H, in eight chapters, including the hydrogenolysis of the various kinds of C-X bonds, the reduction of epoxides, and the reduction of vinyl derivatives to alkenes. Each chapter includes a discussion of chemoselectivity, regioselectivity, and stereoselectivity, wherever it is appropriate, and most include advice on the reagent of choice, and the mechanistic basis of the various methods of reduction. In short, it is, within the space available, as near to a comprehensive account of reduction in organic chemistry as one could hope for.




Classics in Stereoselective Synthesis


Book Description

Die wichtigsten und nützlichsten Methoden der modernen stereoselektiven Synthese sind in diesem Band zusammengefasst. Viele anschauliche Beispiele für die Darstellung von Wirkstoffen und Naturstoffen regen zur gezielten Abwandlung und Integration in eigene Synthesewege an. Dabei geht es den Autoren weniger darum, das Gebiet in seiner Gesamtheit darzustellen; vielmehr versuchen sie, die wirklich grundlegenden Ansätze auszuwählen, die jeder organische Synthesechemiker kennen und anwenden sollte.




Stereoselective Synthesis


Book Description

The state-of-the-art in stereoselective synthesis! Thoroughly revised and updated, this enlarged second edition offers a plethora of valuable information on methods and reagents in stereoselective synthesis. Methods have been selected for high efficiency and selectivity; mechanistic aspects are treated succinctly, with a strong emphasis on practical applications. For this new edition, material has been added on * homogeneous diastereoselective hydrogenations * enantioselective oxidations * novel, efficient chiral auxiliaries Much of the information given is presented in figures and tables, which makes the book a valuable reference work for the practically minded organic chemist. From reviews of the first edition: 'The extensive material in the volume should prove particularly useful to anyone involved in synthetic chemistry or teaching a course in organic chemistry.' Journal of Medicinal Chemistry 'With nearly 1400 references cited, the book contains a wealth of information and should be a useful addition to the chemist's library.' The American Scientist




Mechanistic Models of Asymmetric Reductions


Book Description

Bio-organic Chemistry has corne of age - the sign of this is the start of a new series of Lecture Notes that are the product and substrate of spreading this line of modern knowledge among graduate students and research workers in such fields as mechanistic biochemistry, bio mimetic organic chemistry, biotechnological application of enzymology, to name only a few examples of how many frontiers are opened and borders lifted - just at. the time when the demand for a'''Synthetic Biology" and "Molecular Biotechnology" is increasing - fields that have been neglected for (too) long a time by "classical" chemists in curricula and imagination. We hope that through this first volume, which pOints in the several directions mentioned above, the profile of the undertaking will become clear and that it will find resonance among the scientific community interested in the thoughtful application of chemical and physical con cepts to biochemical and molecular-biological problems.




Organolithiums: Selectivity for Synthesis


Book Description

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.







Six-Membered Transition States in Organic Synthesis


Book Description

This book furthers readers’ understanding of the amazing features of six-membered transition states in stereoselective organic reactions. Comprehensive and logically organized, it covers reactions classified in four categories: [3,3]-sigmatropic rearrangements, aldol reactions, metal allylation reactions, and stereoselective reductions. There is a thorough discussion of each reaction category, along with computational studies that support a proposal of a six-membered state. The book assists professors, researchers, and students in proposing reasonable transition states for the description of newly discovered stereoselective reactions.