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Describes recent advances in reduction, including the use of boron- and aluminum-based hydride reagents, as well as catalytic hydrogenation methods. Reports applications of reduction procedures with emphasis on selectivity, ranging from chemoselective to enantioselective reductions. Offers chapters on different aspects of reduction and presents a complementary mix of academic and industrial research ranging from theory to practical applications. Includes an overview chapter with 200 references by Nobel laureate H.C. Brown that surveys the development of hydride reduction in organic chemistry over the past 60 years.
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.
Discusses structural and physiochemical effects of irradiation and presents techniques to model and monitor radiation events. Describes the use of radiation as a sterilization method in the biomedical, pharmaceutical, and food industries. Examines current topics in the stability and stabilization of polymers exposed to ionizing radiation. Reviews advances in the use of radiation with photosensitive metathesis polymers, chemical amplification, and dry-develop resist technology.
This book is a hands-on guide for the organic chemist. Focusing on the most reliable and useful reactions, the chapter authors provide the information necessary for a chemist to strategically plan a synthesis, as well as repeat the procedures in the laboratory. Consolidates all the key advances/concepts in one book, covering the most important reactions in organic chemistry, including substitutions, additions, eliminations, rearrangements, oxidations, reductions Highlights the most important reactions, addressing basic principles, advantages/disadvantages of the methodology, mechanism, and techniques for achieving laboratory success Features new content on recent advances in CH activation, photoredox and electrochemistry, continuous chemistry, and application of biocatalysis in synthesis Revamps chapters to include new and additional examples of chemistry that have been demonstrated at a practical scale
This book discusses some of the reduction agents and processes involved in organic synthesis such as catalytic hydrogenation, homogeneous catalytic hydrogenation, asymmetric catalytic hydrogenations, hydride transfer reagents, dissolving metal reductions, and non-metallic reducing agents. It further covers the topics of photochemical reductions, enzymatic or microbial reduction, reductions of specific type of organic compounds including hydrocarbons, hydrogenolysis, enzymatic or microbial reduction, and some reductions under benign condition. This book is of immense use to undergraduate and postgraduate students of organic chemistry. It is also a useful reference book for researchers involved in organic synthesis.
Organic Synthesis, Fourth Edition, provides a reaction-based approach to this important branch of organic chemistry. Updated and accessible, this eagerly-awaited revision offers a comprehensive foundation for graduate students coming from disparate backgrounds and knowledge levels, to provide them with critical working knowledge of basic reactions, stereochemistry and conformational principles. This reliable resource uniquely incorporates molecular modeling content, problems, and visualizations, and includes reaction examples and homework problems drawn from the latest in the current literature. In the Fourth Edition, the organization of the book has been improved to better serve students and professors and accommodate important updates in the field. The first chapter reviews basic retrosynthesis, conformations and stereochemistry. The next three chapters provide an introduction to and a review of functional group exchange reactions; these are followed by chapters reviewing protecting groups, oxidation and reduction reactions and reagents, hydroboration, selectivity in reactions. A separate chapter discusses strategies of organic synthesis, and he book then delves deeper in teaching the reactions required to actually complete a synthesis. Carbon-carbon bond formation reactions using both nucleophilic carbon reactions are presented, and then electrophilic carbon reactions, followed by pericyclic reactions and radical and carbene reactions. The important organometallic reactions have been consolidated into a single chapter. Finally, the chapter on combinatorial chemistry has been removed from the strategies chapter and placed in a separate chapter, along with valuable and forward-looking content on green organic chemistry, process chemistry and continuous flow chemistry. Throughout the text, Organic Synthesis, Fourth Edition utilizes Spartan-generated molecular models, class tested content, and useful pedagogical features to aid student study and retention, including Chapter Review Questions, and Homework Problems. A full Solutions Manual is also available online for qualified instructors, to support teaching. Winner, 2018 Textbook Excellence Award (Texty) from the Textbook and Academic Authors Association Fully revised and updated throughout, and organized into 19 chapters for a more cogent and versatile presentation of concepts Includes reaction examples taken from literature research reported between 2010-2015 Features new full-color art and new chapter content on process chemistry and green organic chemistry Offers valuable study and teaching tools, including Chapter Review Questions and Homework Problems for students; Solutions Manual for qualified course instructors
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.
Based on Milos Hudlicky's meticulous notes and literature studies, this book is a compilation of the types of reductions undergone by the various classes of organic compounds. No survey of a topic as broad as reduction could ever be complete, but Hudlicky gives us a comprehensive cross section of the methods, reactants, and products. Reductions are discussed according to what bond or functional group is reduced by different reagents. Special attention is paid to selective reductions that are suitable for the reduction of one particular type of bond or function without affecting other bonds or functions present in the same molecule. Special emphasis is placed on enantioselective and diastereoselective reductions effected both by chiral reagents and by microorganisms. Reducing agents are correlated with both the starting compounds and the products of reduction. Discussions of methods, mechanisms, stereochemistry, and scopes of reducing agents are included. Selected laboratory procedures demonstrate the main reduction techniques. Correlation tables and thorough author and subject indexes make this book easy to use. This book is an essential reference for teachers and research scientists in organic chemistry and a help to graduate students.
With its comprehensive overview of modern reduction methods, this book features high quality contributions allowing readers to find reliable solutions quickly and easily. The monograph treats the reduction of carbonyles, alkenes, imines and alkynes, as well as reductive aminations and cross and heck couplings, before finishing off with sections on kinetic resolutions and hydrogenolysis. An indispensable lab companion for every chemist.