Organic Stereochemistry

This book discusses essential stereochemical concepts associated with organic molecules (natural or synthetic), as reflected in the course of their many reactions, their mechanisms, their asymmetric synthesis, biosynthesis, and biological activities. This treatise provides useful insights and understanding of the chiral/achiral designations (nomenclatures), the stereochemical features, and related properties of the natural and synthetic products. Without having an adequate knowledge of stereochemical concepts, it will not be possible to understand and appreciate the stereochemistry of natural or synthetic products. Thus, essential static and dynamic aspects of stereochemistry with sufficient illustrative examples along with discussions are presented. The structure of the monograph allows for easy selection of separate topics for reading and teaching. This book will also provide an idea of basic stereochemical concepts, as applied to organic molecules in general as well as to organic ligands in coordination complexes, and will, therefore, be valuable resources to teachers and students of advanced undergraduates and post-graduates, researchers, and professionals.

Stereochemistry of Organic Compounds The first fully referenced, comprehensive book on this subject in more than thirty years, Stereochemistry of Organic Compounds contains up-to-date coverage and insightful exposition of all important new concepts, developments, and tools in the rapidly advancing field of stereochemistry, including: * Asymmetric and diastereoselective synthesis * Conformational analysis * Properties of enantiomers and racemates * Separation and analysis of enantiomers and diastereoisomers * Developments in spectroscopy (including NMR), chromatography, and molecular mechanics as applied to stereochemistry * Prostereoisomerism * Conceptual foundations of stereochemistry, including terminology and symmetry concepts * Chiroptical properties Written by the leading authorities in the field, the text includes more than 4,000 references, 1,000 illustrations, and a glossary of stereochemical terms.

Adopting a novel approach to the topic by combining theoretical knowledge and practical results, this book presents the most popular and useful computational and experimental methods applied for studying the stereochemistry of chemical reactions and compounds. The text is clearly divided into three sections on fundamentals, spectroscopic and computational techniques, and applications in organic synthesis. The first part provides a brief introduction to the field of chirality and stereochemistry, while the second part covers the different methodologies, such as optical rotation, electronic circular dichroism, vibrational circular dicroism, and Raman spectroscopy. The third section then goes on to describe selective examples in organic synthesis, classified by reaction type, i.e. enantioselective, chemoselective and stereoselective reactions. A final chapter on total synthesis of natural products rounds off the book. A valuable reference for researchers in academia and industry working in the field of organic synthesis, computational chemistry, spectroscopy or medicinal chemistry.

This text deals with the new concepts and terminology that have been introduced into the treatment of organic stereochemistry over the last decade. Organic reaction mechanisms, as they relate to stereochemistry, are included, and the pericyclic reaction using the frontier molecular orbital approach is explained. The text does not assume a strong grounding in organic chemistry and will therefore be useful to a broader spectrum of students - both graduate and undergraduate. The volume features numerous illustrations and programmed problems.

Takes the reader step-by-step from the structures of simple molecules, such as methane, to the basic shapes of biologically important macromolecules, such as proteins and nucleic acids. Deals with the concept of chirality, which is often overlooked by many texts. Chirality is approached by firstly explaining the stereochemistry of compounds with one stereogenic centre, then dealing with compounds having two or more stereogenic centres before focusing on compounds possessing axes of chirality. The importance of stereochemistry in a wide variety of transformations (for example addition reactions, eliminations, and cycloadditions), is discussed. The final chapters describe the application of stereocontrol in asymmetric synthesis, indicating the use of chiral auxiliaries and chiral catalysts in modern chemistry.

A Practical Introduction to Stereochemistry Stereoisomers are compounds with the same chemical formula and connectivity but with different arrangements of their atoms in 3-dimensional space. Stereochemistry encompasses the study of stereoisomers and their properties. Despite having an identical chemical formula, stereoisomers can have drastically different biological, medicinal, and chemical properties. Basic Organic Stereochemistry explains in clear, concise terms the concepts and properties of stereoisomers. Ideal both as a text for advanced undergraduate or graduate students and as a handy guide for researchers in industry, this superb text covers: * Polarimetry and optical rotation * Internal coordinates, configuration, and conformation * Nature of stereoisomers * Barriers between stereoisomers and residual stereoisomers * Symmetry operators and symmetry point groups * Properties of stereoisomers and stereoisomer discrimination * Separation of stereoisomers, resolution, and racemization Suitable for students in organic and biological chemistry, Basic Organic Stereochemistry is unparalleled as a convenient text.

This book is an account for students of how the three-dimensional shapes of molecules influence their chemical and physical properties. It begins with the structures of molecules and then describes how such structures can be changed.

Stereochemistry and Organic Reactions: Conformation, Configuration, Stereoelectronic Effects and Asymmetric Synthesis provides coverage on the stereochemistry of reactions of all mechanistic types, ranging from ionic, pericyclic and transition metal-catalyzed to radical and photochemical. Chapters cover acyclic molecules, cyclic molecules, the stereochemistry of organic reactions, the perturbation molecular orbital theory for the origin of stereoelectronic effects, and an introduction to the principles of stereoselectivity and hierarchical levels of asymmetric synthesis. Each chapter includes problems that reinforce main themes, making it valuable to students, teachers and researchers working in organic, biological and medicinal chemistry, as well as biologists, pharmacologists, polymer chemists and chemists. Presents a holistic and unified approach to stereochemical understanding and predictions, covering reactions of all mechanistic classes Includes two background chapters on perturbation theory and stereoselective principles, along with asymmetric designs Features novel rules and mnemonics to delineate product stereochemistry Includes up-to-date coverage with over 1300 selective references