Organic Synthesis

by Michael Smith

Overview

A reactions oriented course is a staple of most graduate organic programs, and synthesis is taught either as a part of that course or as a special topic. Ideally, the incoming student is an organic major, who has a good working knowledge of basic reactions, stereochemistry and conformational principles. In fact, however, many (often most) of the students in a first year graduate level organic course have deficiencies in their undergraduate work, are not organic majors and are not synthetically inclined.

To save students much time catching up this text provides a reliable and readily available source for background material that will enable all graduate students to reach the same high level of proficiency in organic chemistry. Produced over many years with extensive feedback from students taking an organic chemistry course this book provides a reaction based approach. The first two chapters provide an introduction to functional groups; these are followed by chapters reviewing basic organic transformations (e.g. oxidation, reduction). The book then looks at carbon-carbon bond formation reactions and ways to ‘disconnect’ a bigger molecule into simpler building blocks.

Most chapters include an extensive list of questions to test the reader’s understanding. There is also a new chapter outlining full retrosynthetic analyses of complex molecules which highlights common problems made by scientists.

The book is intended for graduate and postgraduate students, scientific researchers in chemistry

• New publisher, new edition; extensively updated and corrected
• Over 950 new references with more than 6100 references in total
• Over 600 new reactions and figures replaced or updated
• Over 300 new homework problems from the current literature to provide nearly 800 problems to test reader understanding of the key principles

Product Details

ISBN-13:	9780124158849
Publisher:	Elsevier Science
Publication date:	07/12/2011
Sold by:	Barnes & Noble
Format:	eBook
Pages:	1534
File size:	207 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

Chapter 1: Retrosynthesis, Stereochemistry, and Conformations

Chapter 2: Acids, Bases and Functional Group Exchange Reactions

Chapter 3: Oxidation

Chapter 4: Reduction

Chapter 5: Hydroboration

Chapter 6: Stereocontrol and Ring Formation

Chapter 7: Protecting Groups

Chapter 8: C^d Disconnect Products: Nucleophilic Species that Form Carbon-Carbon Bonds

Chapter 9: C^d Disconnect Products: Nucleophilic Species that Form Carbon-Carbon Bonds: Enolate Anions

Chapter 10: Synthetic Strategies

Chapter 11: Pericyclic carbon-carbon Bond Forming reactions: Multiple Bond disconnections

Chapter 12: C^a Disconnect Products: Electrophilic Carbon-Carbon Bond-Forming Reactions

Chapter 13: Carbon Radical Disconnect Products: Formation of Carbon-Carbon Bonds via Radicals and Carbenes

Chapter 14: Student Synthesis: The First Synthetic Problem

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