Product Description

One approach to organic synthesis is retrosynthetic analysis. With this approach a chemist will start with the structure of their target molecule and progressively cut bonds to create simpler molecules. Reversing this process gives a synthetic route to the target molecule from simpler starting materials. This “disconnection” approach to synthesis is now a fundamental part of every organic synthesis course.

Organic Synthesis: The Disconnection Approach, 2^nd Edition introduces this important technique, to help students to design their own organic syntheses. There are forty chapters: those on the synthesis of given types of molecules alternate with strategy chapters in which the methods just learnt are placed in a wider context. The synthesis chapters cover many ways of making each type of molecule starting with simple aromatic and aliphatic compounds with one functional group and progressing to molecules with many functional groups. The strategy chapters cover questions of selectivity, protection, stereochemistry, and develop more advanced thinking via reagents specifically designed for difficult problems.

Examples are drawn from pharmaceuticals, agrochemicals, natural products, pheromones, perfumery and flavouring compounds, dyestuffs, monomers, and intermediates used in more advanced synthetic work. Reasons for wishing to synthesise each compound are given.

This second edition has been fully revised and updated with a modern look. Recent examples and techniques are included and illustrated additional material has been added to take the student to the level required by the sequel, “Organic Synthesis: Strategy and Control”.

Several chapters contain extensive new material based on courses that the authors give to chemists in the pharmaceutical industry.

Organic Synthesis: The Disconnection Approach, 2^nd edition provides a full course in retrosynthetic analysis for chemistry and biochemistry students and a refresher for organic chemists working in industry and academia.

Product Details

• Amazon Sales Rank: #496428 in Books
• Published on: 2009-01-14
• Original language: English
• Number of items: 1
• Binding: Paperback
• 344 pages

Features

• ISBN13: 9780470712368
• Condition: NEW
• Notes: Brand New from Publisher. No Remainder Mark.
• Click here to view our Condition Guide and Shipping Prices

Review
The authors have succeeded admirably in the updating of a classic in the pedagogy of organic chemistry. ( Journal of Medicinal Chemistry , August 2009)

This book is suitable for advanced undergraduate students, researchers and professional chemists. Both the writing and the diagrams are simple and clear. ( Reviews, May 2009)

From the Publisher
A workbook providing additional examples, problems, and solutions for use with Warren's Organic Synthesis: The Disconnection Approach. Exercises correspond to chapters in the main text. Problems of special ease or difficulty are labeled for optional use. Workbook includes a formula index of all target molecules contained in the text and workbook.

From the Back Cover
This book will help students to design their own organic synthesis, giving a wide coverage of synthetic methods. The disconnection approach is used throughout so that starting materials are chosen after analysing the structure of the target molecule. There are forty chapters: those on the synthesis of given types of molecule alternate with strategy chapters in which the methods just learnt are placed in a wider context. The instructional chapters cover many ways of making each type of molecule starting with simple aromatic and aliphatic compounds with one functional group and progressing to molecules with many functional groups. The number and position of these functional groups provides the classification for these chapters. The strategy chapters cover questions of selectivity, protection, and stereochemistry, and develop more advanced strategic thinking via reagents specially designed for difficult problems. Examples are drawn from pharmaceuticals, agrochemicals, natural products, pheromones, perfumery and flavouring compounds, dyestuffs, monomers, and intermediates used in more advanced synthetic work. Reasons for wishing to synthesise each compound are given, and further examples can be found in the accompanying workbook which also gives many problems and solutions classified in the same way as the main text. The book will also assist more experienced chemists who feel they are out of touch with present day thinking on the subject.

Workbook for Organic Synthesis: The Disconnection Approach The workbook which supports this text provides an extra selection of examples. Each example is analysed in the same way as those in the main text with disconnections followed by synthesis, allowing the student to explore a wider range of types of target molecule and synthetic method. The main function of the workbook is, however, to provide a graded series of problems which extend the students experience of the types of molecules being synthesised by organic chemists. These, together with the examples, are classified into the same 40 chapters as the main text so that it is possible to use them in conjunction with it. Each problem is followed by a suggested solution or solutions analysed in the same way as the examples and no methodology other than that introduced in the main text is required. Examples and problems are interspersed to provide a developing chain of argument.

Customer Reviews

Thinking about synthesis
Gets your mind thinking in the best way to make compounds. Instead of trying to remember hundreds of transformations, Warren's book shows you how to disconnect the compound into is smallest parts and how they could be put together. Basically, he discribes how to do retro-synthesis. Certainly another must for any medicinal or organic chemist.

Retrosynthetic Analysis
Warren's Organic Synthesis-Disconnection Approach focuses on retrosynthetic analysis in organic synthesis. Some of the central concepts introduced in this strategy book are synthons, target molecule, FGI (functional group interconversion), disconnection, and reagent.

Synthons: an idealized fragment, usually a cation or an anion, resulting from a disconnection. Synthons may or may not be an intermediate in the corresponding reaction.

Disconnection: the reverse operation to a reaction. The imagined cleavage of a bond to "break" the molecule into possible starting materials.

Functional group interconversion: the process of converting one functional group into another by substitution, addition, elimination, oxidation, or reduction, and the reverse operation used in retrosynthetic analysis.

Reagent: Warren introduces a formal and rigid definition of reagent in this book. Reagent is a compound used in practice for a synthon.

Warren's treatise of organic synthesis emphasizes visualizing and choosing not only the most obvious but the most efficient disconnection (retrosynthesis) in synthesizing a target molecule. The book is set up in a fashion such that synthetic strategies and organic reactions are presented in alternating chapters. Strategies aim to enforce tricks and concepts of organic synthesis like stereoselectivity, control of regiochemistry and stereochemistry, control of carbonyl condensation, order of events in synthesis, rearrangements, use of ringed molecules. Reaction chapters present some of the most significant reactions in organic synthesis, with an emphasis of those involve carbon-carbon formation.

Topics of Warren's Organic Synthesis:
Synthesis Strategies
-The Disconnection Approach
-The Order of Events
-Chemoselectivity
-Reversal of Polarity, Cyclization Reactions
-Protecting Groups
-Choosing a Disconnection (General Strategy)
-Stereoselectivity
-Regioselectivity
-Use of Acetylenes
-Introduction of Carbonyl Condensations
-Control in Carbonyl Condensations
-Use of Aliphatic Nitro Compounds in Synthesis
-Radical Reactions in Synthesis
-Reconnections
-Introduction to Ring Synthesis, Saturated Heterocycles
-Rearrangements in Synthesis
-Use of Ketenes in Synthesis
-Pericyclic Rearrangements in Synthesis
-Special Methods for 5-Membered Rings

Reaction Methods
-One Group C-X Disconnections
-Two Group C-X Disconnections
-Amine Synthesis
-One Group C-C Disconnections: Alcohols
-One Group C-C Disconnections: Carbonyl Compounds
-Alkene Synthesis
-Two Group Disconnections: Diels-Alder Reactions
-Two Group Disconnections: 1,3-Difunctionalized Compounds and alpha,beta-unsaturated Carbonyl Compounds
-Two Group Disconnections: 1,5-Difunctionalized Compounds, Michael Addition, Robinson Annulation
-Two Group Disconnections: 1,2-Difunctionalized Compounds
-Two Group Disconnections: 1,4-Difunctionalized Compounds
-Two Group Disconnections: 1,6-Difunctionalized Compounds
-Three-Membered Rings
-Four-Membered Rings: Photochemistry in Synthesis
-Five-Membered Rings
-Six-Membered Rings
-Aromatic Heterocycles

The book teaches retrosynthetic analysis in organic synthesis. The ability to recognize an obvious and/or obscure disconnection facilitates organic synthesis tremendously. The methods and strategies presented in Warren gives advanced undergraduate students, graduate students and practicing chemists an overview of the most significant retrosynthetic pathways. Exceptional work.

Excellent, definitive
An amazing and incisive description of retrosynthetic techniques, written at the advanced undergraduate level.

My criticisms would be:

(1) Rather too terse at some points; a few more words would make it flow more smoothly;
(2) As the book progresses, there are increasing references to "Strategy and Control", and more annoyingly, the workbook; the text is not entirely self contained, and I should not have to purchase the workbook for simple clarification;
(3) The index is really poor. This is the book's principal failing, and makes hunting around for cross references much harder than it should be.

Nevertheless, this is a wonderful work on an exciting and important area of organic chemistry, and I heartily recommend it.