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Doerwald F.Z. Side Reactions in Organic Synthesis
Wiley-VCH. 2005. 390 p.

Most syntheses in the chemical research laboratory fail and usually require several attempts before proceeding satisfactorily. Failed syntheses are not only discouraging and frustrating, but also cost a lot of time and money. Many failures may, however, be avoided by understanding the structure-reactivity relationship of organic compounds.
This textbook highlights the competing processes and limitations of the most important reactions used in organic synthesis. By allowing chemists to quickly recognize potential problems this book will help to improve their efficiency and success-rate. A must for every graduate student but also for every chemist in industry and academia.

Contents

Organic Synthesis: General Remarks
Stereoelectronic Effects and Reactivity
The Stability of Organic Compounds
Aliphatic Nucleophilic Substitutions: Problematic Electrophiles
The Alkylation of Carbanions
The Alkylation of Heteroatoms
The Acylation of Heteroatoms
Palladium-catalyzed C–C Bond Formation
Cyclizations
Monofunctionalization of Symmetric Difunctional Substrates
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