Organic Synthesis

by Michael Smith

Overview

**2025 Textbook and Academic Authors Association (TAA) Textbook Excellence "Texty" Award Winner**

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, providing 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 reaction examples taken from the synthesis literature from 2017 to 2023. The reactions illustrate those used most often in modern organic synthesis, but these new examples will show their current relevance. Where new approaches and reactions have been developed for organic synthesis, examples have been added as new material.

Product Details

ISBN-13:	9780128008072
Publisher:	Elsevier Science & Technology Books
Publication date:	11/22/2016
Sold by:	Barnes & Noble
Format:	eBook
Pages:	1106
File size:	204 MB
Note:	This product may take a few minutes to download.

About the Author

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.

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

What People are Saying About This

From the Publisher

A synthesis-based approach to learning and teaching organic reactions

Editorial Reviews

"Smith (Univ. of Connecticut) has geared this book to graduate-level course in organic synthesis, and he reinforces material in each chapter with relevant homework problems. The third edition (2^nd ed., 2001; 1^st ed., 1994) includes more than 600 new reactions and 900 new references, compared to the second edition. These reactions and references are all new since 2002, clearly illustrating the field’s continuing growth. Another key addition is the integration of synthesis-related molecular modeling problems using SpartanModel into the homework problems. The extensive index allows the reader to easily find specific information. Coverage of the topic is thorough, with very little wasted space on any of the 1,506 pages…. Summing Up: Recommended. Upper-division undergraduates through professionals/practitioners." —CHOICE

"This is without doubt a must-have organic chemistry textbook. It is clear, concise and very readable. Trying to write a textbook is extremely difficult and demanding, but trying to write one that is the superlative book in a student's, or practicing chemist's, library is an almost impossible task. Michael Smith has achieved that. From the very beginning you are immersed in the fundamentals of retrosynthesis, stereochemistry, oxidations, reductions and protecting group strategies. This is made complete by the thorough blend of theory and referenced examples from the literature. With a comprehensive toolkit of named organic reaction mechanisms to piece it all together, this is by far the all-in- one book for organic chemists. Organic Synthesis outshines the most popular organic chemistry books in my own collection and now takes its seat as my companion both in the lab and on my desk. I can wholeheartedly recommend this book to chemists at all stages of their career." —Chemistry World, June 2012, page 61

From the Publisher