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Stereoelectronic effects in organic chemistry.

Every serious student of chemistry should try to develop a `feel' for the way molecules behave - for the way they are put together and especially for the rules of engagement which operate when molecules meet and react. This primer describes how stereoelectronic effects control this behavior. It is the only concise text on this topic at the undergraduate level. This is an important subject area and the comprehensive yet concise coverage in this book shows students how to build up a powerful but simple way of thinking about chemistry.

Stereoelectronic effects in organic chemistry.

The steric and stereoelectronic effects control the rate and stereochemical outcome of reactions. Hence, a decent understanding of the related concepts is essential for successful synthetic planning. The book attempts to address several important issues related to these concepts in a simplified manner, and is intended for graduate students. It lays stress on the important aspects of steric and stereoelectronic effects and their control on the conformational profile and reactivity features. The book covers the geometrical requirements for reactions at saturated and unsaturated carbons in both cyclic and acyclic systems, and the resultant stereochemical features. The aspect of geometrical flexibility is also covered with a few examples involving intramolecular reactions. It deals with the facial selectivity of nucleophilic additions to acyclic and cyclic carbonyl compounds, and explains how the steric and stereoelectronic effects control the same. The work comments on allylic strains and their stereochemical control on different reactions with the related conformational control. It is a must read to understand the control elements, the prominent among these elements are spiro-conjugation, periselectivity, torquoselectivity, a-effect, Hammett’s substituent constants, Hammond postulate, and Curtin-Hammett principle.

The steric and stereoelectronic effects control the rate and stereochemical outcome of reactions. Hence, a decent understanding of the related concepts is essential for successful synthetic planning. The book attempts to address several important issues related to these concepts in a simplified manner, and is intended for graduate students. It lays stress on the important aspects of steric and stereoelectronic effects and their control on the conformational profile and reactivity features. The book covers the geometrical requirements for reactions at saturated and unsaturated carbons in both cyclic and acyclic systems, and the resultant stereochemical features. The aspect of geometrical flexibility is also covered with a few examples involving intramolecular reactions. It deals with the facial selectivity of nucleophilic additions to acyclic and cyclic carbonyl compounds, and explains how the steric and stereoelectronic effects control the same. The work comments on allylic strains and their stereochemical control on different reactions with the related conformational control. It is a must read to understand the control elements, the prominent among these elements are spiro-conjugation, periselectivity, torquoselectivity, a-effect, Hammett’s substituent constants, Hammond postulate, and Curtin-Hammett principle.

This clear and concise text is concerned with the reactions used in stereoselective organic synthesis. It sets out to consider the general principles upon which such reactions are founded, especially stereoelectronic effects, and how these are applied to a wide range of stereospecific and stereoselective organic reactions used in organic synthesis today. The general topics covered include: reactions of carbonyl compounds, aldol reactions, additions to C-C double bonds, oxidation and reduction, rearrangements, and enzyme catalysed hydrolysis. Reactions whose stereoselectivity is either substrate controlled, reagent controlled or controlled by a catalyst are covered, and where appropriate, examples of their application in organic synthesis are provided. Fully illustrated throughout, with set problems and suggestions for further reading to accompany each chapter, this informative text will be an invaluable study aid for all undergraduate chemistry students. Undergraduates in related subjects studying chemistry to second year level or higher will also find this book useful.