Smith M. Organic Synthesis

2nd Edition. – McGraw-Hill Companies, Inc., 2002. – 1402 p. – ISBN10: 007048242XThe new edition of Organic Synthesis has been revised and rewritten from front to back. Every chapter in this book was revised before any new material was added. Not only were updated examples used when possible, but new material was added that make this edition reflect current synthetic methodology. In addition to correcting errors and deficiencies, the text has been modified in countless places to improve readability and pedagogy. This new edition contains references taken from more than 5600 journal articles, books, and monographs. Of these references, more than 1200 are new to this edition, and most of them were taken from the literature after 1992. About 50% of all new references were taken from literature published in 1999 or 2000. Many new reactions and topics have been added. New topics include combinatorial chemistry, directed ortho metalation, and metathesis reactions. New reactions include Jacobsen-Katsuki epoxidation, the Baylis-Hillman reaction, the Pauson-Khand reaction, Suzuki coupling, Sonogashira coupling, Tamao-Fleming oxidation, Julia-Colonna epoxidation, Ley oxidation, Danheiser annulation, and others. This edition contains references to over 650 natural products, synthetic targets, or other important molecules. It also contains reference to over 270 named reactions, reagents, or processes. Homework in each chapter has been extensively revised. Most of the homework problems are new, although many from the first edition were retained. New homework problems for the new sections and new reactions are also included. Unlike the first edition, most of the homework problems do not contain leading references for the answers. Therefore, they are true homework and thought problems. The answers to all problems from chapters 1-9, and 11-13 are found in the new and updated Student Solutions Manual for this book. As in the first edition, a few leading references are provided for the synthesis problems in chapter 10, but most problems do not have answers. The student is encouraged to discuss any synthetic problem with their instructor.Retrosynthesis, Stereochemistry, and Conformations
Acids, Bases and Functional Group Exchange Reactions
Oxidation
Reduction
Hydroboration
Stereocontrol and Ring Formation
Protecting Groups
Cd Disconnect Products: Nucleophilic Species that Form Carbon-Carbon Bonds
Cd Disconnect Products: Nucleophilic Species that Form Carbon-Carbon Bonds: Enolate Anions
Synthetic Strategies
Pericyclic Carbon-Carbon Bond Forming Reactions: Multiple Bond Disconnections
Ca Disconnect Products: Electrophilic Carbon-Carbon Bond Forming Reactions
Carbon Radical Disconnect Products: Formation of Carbon-Carbon Bonds Via Radicals and Carbenes
Student Syntheses: the First Synthetic Problem