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Full Description
A unique and authoritative text on the fundamental principles of organic synthesis
Understanding Organic Synthesis unveils the logic of organic synthesis by identifying and explaining the similarities and analogies between reactions, as well as the underlying principles that determine how and why various types of organic compounds react. It demonstrates that a wide variety of reactions are either variants or specific examples of a small number of fundamental reactions.
After a brief introduction to the physicochemical principles of organic reactions, Understanding Organic Synthesis discusses:
Classification of organic reactions into four main categories: nucleophilic, electrophilic, radical, and pericyclic reactions
The impact of molecular structure on reactivity and the influence of external factors such as energy input, solvents, catalysts, and kinetic versus thermodynamic control
Classification of nucleophilic agents and electron-deficient partners into five types each, creating 25 possible combinations, which are illustrated by key examples
Classification of electrophilic agents into five and electron-rich partners into four types, creating 20 possible combinations, which are illustrated by key examples
Ionic and radical reactions, supplemented by a discussion of pericyclic reactions
Understanding Organic Synthesis is an authoritative text for graduate students and organic chemists in academia and industry to deepen their understanding of reaction pathways that can be used to optimize the synthesis of targeted products or the design of new compounds.
Contents
Preface
1. Introduction
PART 1. NUCLEOPHILIC REACTIONS
2. Reactions of alkylating compounds (A) with nucleophilic agents (1-5)
3. Reactions of electrophilic compounds containing a double bond between atoms of different electronegativity (B) with nucleophilic agents (1-5)
4. Reactions of electrophilic alkenes (C) with nucleophilic agents (1-5)
5. Reactions of aromatic compounds (D) with nucleophilic agents (1-5)
6. Reactions of compounds with an electrophilic center on a heteroatom (E) with nucleophilic agents (1-5)
PART 2. ELECTROPHILIC REACTIONS
7. Interactions of nucleophilic compounds (A-C) with inorganic cations (1)
8. Interactions of nucleophilic compounds (A-C) with uncharged electrophilic agents (2)
9. Reactions of nucleophilic compounds (A-C) with carbocations (3)
10. Reactions of aromatic compounds (D) with electrophilic agents (1-3)
11. Reactions of nucleophilic compounds (A-D) with organic cations carrying a charge on a heteroatom (4)
12. Reactions of nucleophilic compounds (A-D) with electrophilic carbenes (5)
13. Rearrangements of electron-deficient nitrogen compounds
14. Reactions of alkenes with uncharged electrophilic agents
PART 3. REACTIONS INVOLVING RADICALS
15. Methods of radical generation
16. Substitution reactions
17. Radical addition to unsaturated bonds
PART 4. PERICYCLIC REACTIONS
18. Diels-Alder reaction
19. 1,3-Dipolar cycloaddition reactions
20. [2+2] Cycloaddition reactions
21. Ene reactions
22. Sigmatropic rearrangements
