This book provides a comprehensive review of the structural, conformational, and chemical manifestations of the anomeric effect. In order to present a cogent discussion of this most fundamental and relevant phenomenon, three chapters examine our present understanding of the origin of this conformational effect, based upon a wealth of theoretical and physical data. Equally important, however, are three additional chapters that deal with the general consequences of the stereoelectronic interactions that are associated with the basis of the anomeric effect. The remainder of the book is devoted to new areas of development in the topic-such as differentiation of the endo and exo anomeric interactions, specific analysis of the enthalpic component of anomeric effects, critical evaluation of the kinetics and reverse anomeric effects, discovery of a new substantial effect in second- and lower-row anomeric segments, and others.

Discusses contemporary experimental and computational studies on the anomeric effect and related stereoelectronic effects and presents conflicting data and theories in this highly controversial area. Explores applications in carbohydrate chemistry, including enzymology, as well as organometallic chemistry and the chemistry of phosphates and sulfates. Includes examination of molecular modeling methods in compounds influenced by stereoelectronic effects.

Stereoelectronic effects control the way molecules are put together an d account for the "rules of engagement" which operate when molecules m eet and react. Understanding these effects is the key to understanding molecular behavior, since the same basic three-dimensional interactio ns are responsible for both structure and reactivity. This concise and very accessible volume provides a comprehensive, intentionally non-ma thematical coverage of stereochemistry, along with an in-depth discuss ion of the main classes of organic reactions, promoting a logical and simple way of thinking about chemistry.

Stereoelectronic Effects illustrates the utility of stereoelectronic concepts using structure and reactivity of organic molecules An advanced textbook that provides an up-to-date overview of the field, starting from the fundamental principles Presents a large selection of modern examples of stereoelectronic effects in organic reactivity Shows practical applications of stereoelectronic effects in asymmetric catalysis, photochemical processes, bioorganic chemistry and biochemistry, inorganic and organometallic reactivity, supramolecular chemistry and materials science

In this second edition, the author has thoroughly updated each chapter and expanded the content with addition of three new chapters. This book comments on several key aspects of stereochemical control of organic reactions in measured detail to allow the reader easily grasp these concepts. In addition, emphasis is given to key information and important aspects of steric and stereoelectronic effects and their control on conformational profile and reactivity features. This book is not only an indispensable resource for advanced undergraduate and graduate students studying the stereochemical aspects of organic reactions, but also a good reference book for all organic chemists in both industry and academia.

The book deals with polar effects in carbohydrates and how these effects control the stereochemistry of carbohydrate reactions. This is important for understanding the mechanisms of certain carbohydrate reactions, including enzymatic reactions such as glycosidases, a very important group of enzymes in living matter. It is also very useful for synthetic carbohydrate chemists who would like to synthesize stereoselectively certain classes of carbohydrates. This book will be a very important source of information for practicing synthetic carbohydrate chemists. The book will also be helpful for organic chemists, or for those studying glycobiology.

Most syntheses in the chemical research laboratory fail and usually require several attempts before proceeding satisfactorily. Failed syntheses are not only discouraging and frustrating, but also cost a lot of time and money. Many failures may, however, be avoided by understanding the structure-reactivity relationship of organic compounds. This textbook highlights the competing processes and limitations of the most important reactions used in organic synthesis. By allowing chemists to quickly recognize potential problems this book will help to improve their efficiency and success-rate. A must for every graduate student but also for every chemist in industry and academia. Contents: 1 Organic Synthesis: General Remarks 2 Stereoelectronic Effects and Reactivity 3 The Stability of Organic Compounds 4 Aliphatic Nucleophilic Substitutions: Problematic Electrophiles 5 The Alkylation of Carbanions 6 The Alkylation of Heteroatoms 7 The Acylation of Heteroatoms 8 Palladium-Catalyzed C-C Bond Formation 9 Cyclizations 10 Monofunctionalization of Symmetric Difunctional Substrates

The two-part, fifth edition of Advanced Organic Chemistry has been substantially revised and reorganized for greater clarity. The material has been updated to reflect advances in the field since the previous edition, especially in computational chemistry. Part A covers fundamental structural topics and basic mechanistic types. It can stand-alone; together, with Part B: Reaction and Synthesis, the two volumes provide a comprehensive foundation for the study in organic chemistry. Companion websites provide digital models for study of structure, reaction and selectivity for students and exercise solutions for instructors.