Advanced Organic Chemistry: Part B: Reaction and Synthesis
arey and Sundberg had written the most detailed and briliant account in the subject of organic chemistry. This volume along with Part A (Structure and Mechanisms) contribute to the most updated account in advanced organic chemistry. Part B deals with organic reactions with emphasis on stereochemical consequences. Discussion focuses on the most important reactions and methods in modern organic synthesis.
Alkylation of nucleophilic carbon intermediates discuss regioselectivity and stereoselectivity in enolate formation. The coverage on enolate alkylation is excellent that emphasizes on the model that predicts the stereochemistry of alkylation. The discussion also introduces Ireland model and Zimmerman-Traxler model. Reaction of carbon nucleophiles with carbonyl groups focuses on some of the most significant reactions: Mannich reaction, mixed aldol reaction, Wittig reaction and the Horner-Wadsworth-Emmon reaction. The discussion again focuses on control of regiochemistry and stereochemistry of the condensation via the use of chair transition states.
The best sections in this Part B volume of the book is the complete detailed discussion on reduction and oxidation, Reduction reagents and methods introduced include hydrogenation, hydride donors, stereoselective hydride reduction, various dissolving metal reductions. Oxidation chapter summerizes all important methods like transition-metal oxidant, Collins reagents, epoxidation, peroxidic reagents, ozonolysis, and selective oxidation of certain functional groups.
The revised Part B edition also includes full discussion on reactions involving transition metals and organoboron, organosilicon, and organotin compounds. This includes some of the most updated and current research topics. Other topics covered include reaction of reactive intermediates like carbocations, carbenes, and radicals. Finally, a chapter is devoted to the cycloadditions, unimolecular rearrangements, and thermal eliminations. The last chapter deals with planning multi-step organic synthesis with an emphasis on retrosynthetic analysis. This book has made organic synthesis approachable and easier to comprehend. (Customer Review).
Since its original appearance in 1977, Advanced Organic Chemistry has maintained its place as the premier textbook in the field, offering broad coverage of the structure, reactivity and synthesis of organic compounds. As in the earlier editions, the text contains extensive references to both the primary and review literature and provides examples of data and reactions that illustrate and document the generalizations. While the text assumes completion of an introductory course in organic chemistry, it reviews the fundamental concepts for each topic that is discussed.
The two-part fifth edition has been substantially revised and reorganized for greater clarity. Among the changes: Updated material reflecting advances in the field since 2001’s Fourth Edition, especially in computational chemistry; A companion Web site provides digital models for study of structure, reaction and selectivity; Solutions to the exercises provided to instructors online.
The control of reactivity to achieve specific syntheses is one of the overarching goals of organic chemistry. Part B describes the most general and useful synthetic reactions, organized on the basis of reaction type. Together with Part A: Structure and Mechanisms, the two volumes are intended to provide the advanced undergraduate or beginning graduate student in chemistry with a sufficient foundation to comprehend and use the research literature in organic chemistry.
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- Francis A. Carey
- Richard J. Sundberg
Tags: cell biology, Molecular Biology, organic chemistry, organic synthesis, reaction mechanisms
