Organic Synthesis: Strategy and Control
The two themes of the book are strategy and control: solving problems either by finding an alternative strategy or by controlling any established strategy to make it work. The book is divided into five sections that deal with selectivity, carbon-carbon single bonds, carbon-carbon double bonds, stereochemistry and functional group strategy.
- A comprehensive, practical account of the key concepts involved in synthesising compounds
- Takes a mechanistic approach, which explains reactions and gives guidelines on how reactions might behave in different situations
- Focuses on reactions that really work rather than those with limited application
- Contains extensive, up-to-date references in each chapter
Students and professional chemists familiar with Organic Synthesis: The Disconnection Approach will enjoy the leap into a book designed for chemists at the coalface of organic synthesis.
A: Introduction: Selectivity.
1. Planning Organic Syntheses: Tactics, Strategy, and Control.
3. Regioselectivity: Controlled Aldol Reactions.
4. Stereoselectivity: Stereoselective Aldol Reactions.
5. Alternative Strategies for Enone Synthesis.
6. Choosing a Strategy : The Synthesis of cyclopentenones.
B: Making Carbon-Carbon Bonds.
7. The Ortho Strategy for Aromatic Compounds.
8. δ-Complexes of Metals.
9. Controlling the Michael Reaction.
10. Specific Enol Equivalents.
11. Extended Enolates.
12. Allyl Anions.
14. Acyl Anion Equivalents.
C: Carbon-Carbon Double Bonds.
15. Synthesis of Double Bonds of Defined Stereochemistry.
16. Stereo-Controlled Vinyl Anion Equivalents.
17. Electrophilic Attack on Alkenes.
18. Vinyl Cations: Palladium-Catalysed C–C Coupling.
19. Allyl Alcohols: Allyl Cation Equivalents (and More).
20. Control of Stereochemistry — Introduction.
21 Controlling Relative Stereochemistry.
23. The Chiral Pool.
24. Asymmetric Induction I: Reagent-Based Strategy.
25. Asymmetric Induction II: Asymmetric Catalysis: Formation of C-O and C-N Bonds.
26. Asymmetric Induction III: Asymmetric Catalysis: Formation of C-H and C-C Bonds.
27. Asymmetric Induction IV: Substrate-Based Strategy.
28. Kinetic Resolution.
29. Enzymes: Biological Methods in Asymmetric Synthesis.
30. New Chiral Centres from Old — Enantiomerically Pure Compounds & Sophisticated Syntheses.
31. Strategy of Asymmetric Synthesis.
E: Functional Group Strategy.
32. Functionalisation of Pyridine.
33. Oxidation of Aromatic Compounds, Enols and Enolates.
34. Functionality and Pericyclic Reactions: Nitrogen Heterocycles by Cycloadditions and Sigmatropic Rearrangements.
35. Synthesis and Chemistry of Azoles and other Heterocycles with Two or more Heteroatoms.
36. Tandem Organic Reactions.
A comprehensive, practical account of the key concepts involved in synthesising compounds
Takes a mechanistic approach, which explains reactions and gives guidelines on how reactions might behave in different situations
Focuses on reactions that really work rather than those with limited application
Contains extensive, up-to-date references in each chapter
Accompanied by a workbook with extensive problems and solutions for each chapter of the textbook