This monograph has been written to demonstrate to organic chemists and graduate students the strategies for controlling stereochemistry in carbon-carbon bond formations with borane intermediates. The boranes were initially found to be useful reagents by Nobel Laureate H. C. Brown. Their precursors are commercially available and derivatization is fast, clean and simple.

This monograph has been written to demonstrate to organic chemists and graduate students the strategies for controlling stereochemistry in carbon-carbon bond formations with borane intermediates. The boranes were initially found to be useful reagents by Nobel Laureate H.C. Brown. Their precursors are commercially available and derivatization is fast, clean and simple.

This book describes state-of-the-art borylation chemistry using copper(I) catalysis. Enantioselective reactions are included to afford a variety of functionalized, complex organoboronate esters, which will find wide application in asymmetric synthesis, drug discovery, and material science. Organoboron compounds are recognized as useful reagents in organic synthesis; therefore, great effort has been devoted to the development of a simple, mild, and efficient method for their preparation in the past several years. However, the synthesis of functionalized organoboron compounds remains a challenging issue because known reactions often require the use of highly reactive organometallic carbon nucleophiles. This book focuses on conceptually new, formal nucleophilic copper(I)-catalyzed borylation reactions with diboron compounds that show high selectivity and excellent functional group compatibility. Theoretical studies based on density functional theory calculations to understand the reaction mechanisms have also been described. Advances in this novel borylation chemistry will allow the rapid and efficient synthesis of complex molecules with potentially interesting properties in combination with the boron functionalization process.

This book bridges the gap between sophomore and advanced / graduate level organic chemistry courses, providing students with a necessary background to begin research in either an industry or academic environment. • Covers key concepts that include retrosynthesis, conformational analysis, and functional group transformations as well as presents the latest developments in organometallic chemistry and C–C bond formation • Uses a concise and easy-to-read style, with many illustrated examples • Updates material, examples, and references from the first edition • Adds coverage of organocatalysts and organometallic reagents

Handbook of Reagents for Organic Synthesis Reagents, Auxiliaries and Catalysts for C-C Bond Formation Robert M. Coates and Scott E. Denmark The University of Illinois, Urbana, USA Recognising the critical need for bringing a handy reference work that deals with the most popular reagents in synthesis to the laboratory of practising organic chemists, the Editors, of the acclaimed Encyclopedia of Reagents for Organic Synthesis (EROS) have selected the most important and useful reagents employed in contemporary organic synthesis. The Handbook of Reagents for Organic Synthesis; Reagents Auxiliaries and Catalysts for C-C Bond Formation, provides practical and concise information on a diverse group of reagents. To familiarise the user with the spectrum of reagents contained within this volume, the editors have subdivided more than 200 entries into 22 classes based on their chemical structures and function. The articles, arranged alphabetically, contain all of the information found in EROS as well as expanded reagents listings. In addition, new listings of recently published review articles and monographs are included, as well as relevant Organic Syntheses procedures that deal with either the preparations or reactions of the featured reagents. This comprehensive and well referenced handbook will prove of great value to all practitioners in the field of organic chemistry.

This book reflects the increasing interest among the chemical synthetic community in the area of asymmetric copper-catalyzed reactions, and introduces readers to the latest, most significant developments in the field. The contents are organized according to reaction type and cover mechanistic and spectroscopic aspects as well as applications in the synthesis of natural products. A whole chapter is devoted to understanding how primary organometallics interact with copper to provide selective catalysts for allylic substitution and conjugate addition, both of which are treated in separate chapters. Another is devoted to the variety of substrates and experimental protocols, while an entire chapter covers the use on non-carbon nucleophiles. Other chapters deal with less-known reactions, such as carbometallation or the additions to imines and related systems, while the more established reactions cyclopropanation and aziridination as well as the use of copper (II) Lewis acids are warranted their own special chapters. Two further chapters concern the processes involved, as determined by mechanistic studies. Finally, a whole chapter is devoted to the synthetic applications. This is essential reading for researchers at academic institutions and professionals at pharmaceutical or agrochemical companies.

This unique book covers fundamentals of organolithium compounds and gives a comprehensive overview of the latest synthetic advances and developments in the field. Part I covers computational and spectroscopic aspects as well as structure-reactivity relationships of organolithiums, whereas Part II deals with new lithium-based synthetic methodologies as well as novel synthetic applications of functionalized lithium compounds. A useful resource for newcomers and active researchers involved in organic synthesis, whether working in academia or industry!

For the first time, the whole field of organoboronic acids is presented in one comprehensive handbook. Professor Dennis Hall, a rising star within the community, covers all aspects of this important substance class, including applications in chemistry, biology and medicine. Starting with an introduction to the structure, properties, and preparation of boronic acid derivatives, together with an overview of their reactions and applications, the book goes on to look at metal-catalyzed borylation of alkanes and arenas, coupling reactions and rhodium-catalyzed additions of boronic acids to alkenes and carbonyl compounds. There follows chapters on copper-promoted C-O and C-N cross-coupling of boronic acids, recent applications in organic synthesis, as well as alpha-haloalkylboronic esters in asymmetric synthesis. Later sections deal with cycloadditions, organoboronic acids, oxazaborolidines as asymmetric inducers, and boronic acid based receptors and sensors. The whole is rounded off with experimental procedures, making this invaluable reading for organic, catalytic and medicinal chemists, as well as those working in organometallics.

Concentrating on the most important reactions used for organic synthesis, this upper-level textbook presents the material by reaction type. The final chapter discusses the planning and execution of multi-step synthesis.