Organic Synthesis, Fifth Edition provides a reaction-based approach to this important branch of organic chemistry. Updated and accessible, this eagerly-awaited revision offers a comprehensive foundation for graduate students coming from disparate backgrounds and knowledge levels, to provide them with critical working knowledge of basic reactions, stereochemistry and conformational principles. This reliable resource uniquely incorporates molecular modeling content, problems, and visualizations, and includes reaction examples and homework problems drawn from the latest in the current literature.? There have been advancements in organic reactions, particularly organometallic reactions, and there is a need to show how these advancements have influenced current organic synthesis. The goal is to revise and update the examples of reaction examples taken from the synthesis literature from about 2017-2023. The reactions illustrate those that are used most often in modern organic synthesis, but recent examples will show their current relevance.? Where new approaches and new reactions have been developed for organic synthesis, examples will be added as new material.
Table of Contents
1.?Retrosynthesis, Stereochemistry, And Conformations 2. Acids And Bases and Addition Reactions 3. Functional Group Exchange Reactions 4. Acids, Bases, And Functional Group Exchange Reactions 5.?Functional Groups Exchange Reactions 6. Functional Group Exchange Reactions. Oxidations 7. Functional Group Exchange Reactions. Reductions 8. Synthetic strategies 9. Functional Group Exchange Reactions.? Hydroboration 10. Functional Group Exchange Reactions 11. Carbon-Carbon Bond-Forming Reactions.?? Cyanide, Alkyne Anions, Grignard Reagents, and Organolithium Reagents 12. Carbon-Carbon Bond-Forming Reactions.?? Stabilized Carbanions, Organocuprates, and Ylids 13. Carbon-Carbon Bond-Forming Reactions.?? Enolate Anion 14. Pericyclic Reactions.? The Diels-Alder Reaction 15. Pericyclic Reactions: [m+n]-Cycloadditions, Sigmatropic Rearrangements,?? Electrocyclic and Ene Reactions 16. Carbon-Carbon Bond-Forming Reactions.?? Carbocation and Oxocarbenium Ion Intermediates 17. Formation Of Carbon-Carbon Bonds Via Radicals and Carbenes 18. Metal-Mediated, Carbon-Carbon Bond-Forming Reactions 19. Combinatorial And Process Chemistry
Authors
Michael Smith Department of Chemistry, University of Connecticut, USA. Professor Michael B. Smith received an A.A. from Ferrum College in 1967 and a BS in chemistry from Virginia Polytechnic Institute in 1969. After working for 3 years at the Newport News Shipbuilding and Dry Dock Co. in New- port News VA as an analytical chemist, he entered graduate school at Purdue University. He received a PhD in Organic Chemistry in 1977. He spent 1 year as a faculty research associate at the Arizona State University with Professor G. Robert Pettit, working on the isolation of cytotoxic principles from plants and sponges. He spent a second year of postdoctoral work with Professor Sidney M. Hecht at the Massachusetts Insti- tute of Technology, working on the synthesis of bleomycin A2.?Smith began his academic career at the University of Connecticut in 1979, where he is currently professor of chemistry.?In addition to this research, he is the author of the fifth, sixth, and seventh editions of March's Advanced Organic Chemistry. He is also the author of an undergraduate textbook in organic chemistry titled Organic Chemistry. An Acid-Base Approach, now in its second edition. He is the editor of the Compendium of Organic Synthetic Methods, Volumes 6-13. He is the author of Organic Chemistry: Two Semesters, in its second edition, which is an outline of undergraduate organic chemistry to be used as a study guide for the first organic course. He has authored a research monograph titled Synthesis of Non-alpha Amino Acids, in its second edition.
