Stereochemistry and Organic Reactions: Conformation, Configuration, Stereoelectronic Effects and Asymmetric Synthesis provides coverage on the stereochemistry of reactions of all mechanistic types, ranging from ionic, pericyclic and transition metal-catalyzed to radical and photochemical. Chapters cover acyclic molecules, cyclic molecules, the stereochemistry of organic reactions, the perturbation molecular orbital theory for the origin of stereoelectronic effects, and an introduction to the principles of stereoselectivity and hierarchical levels of asymmetric synthesis. Each chapter includes problems that reinforce main themes, making it valuable to students, teachers and researchers working in organic, biological and medicinal chemistry, as well as biologists, pharmacologists, polymer chemists and chemists.
1. Introduction - p. 1 2. Chapter 1 Acyclic molecules 1: Conformation and symmetry - p. 3 3. Chapter 2 Acyclic molecules 2: Configuration and resolution - p. 51 4. Chapter 3 Cyclic molecules: Configuration and conformation - p. 125 5. 3.1: Configuration of cyclic molecules - p. 125 6. 3.2: Cyclic conformation: Introduction and Baeyer strain theory - p. 130 7. 3.3: Conformation of cyclohexane - p. 132 8. 3.4: Conformation of monosubstituted cyclohexanes: Conformational free energy (or A Value) - p. 141 9. 3.5: Conformation of disubstituted cyclohexanes - p. 151 10. 3.6: Conformation of polysubstituted cyclohexanes - p. 161 11. 3.7: Conformation of six-membered saturated heterocycles61,62 - p. 164 12. 3.8: The anomeric effect69–71 - p. 165 13. 3.9: Conformation of cyclohexyl systems with a double bond - p. 170 14. 3.10: Monocyclic systems other than cyclohexane - p. 178 15. 3.11: Fused ring systems - p. 190 16. 3.12: Determination of configuration and conformation using chiroptical methods151,152 - p. 198 17. Introduction - p. 213 18. Chapter 4 Perturbation theory and organic reactions - p. 215 19. Chapter 5 Introduction to stereospecificity, stereoselectivity and asymmetric synthesis - p. 247 20. Chapter 1 Acyclic molecules 1: Conformation and symmetry - p. 267 21. Chapter 6 Ionic reactions 1: Fundamental stereochemistry - p. 269 22. Chapter 7 Ionic reactions 2: Diastereoselectivity and asymmetric synthesis - p. 303 23. Chapter 8 Pericyclic reactions 1: Basic stereochemistry - p. 375 24. Chapter 9 Pericyclic reactions 2: Asymmetric synthesis - p. 421 25. Chapter 10 Transition metal-catalysed reactions: Diastereoselectivity and asymmetric synthesis - p. 457 26. Chapter 11 Radical reactions: Stereochemistry and asymmetric synthesis - p. 495 27. Chapter 12 Photochemical reactions: Stereochemistry and asymmetric synthesis - p. 529 28. Appendix Answers to problems - p. 561 29. Index - p. 605
Stereochemistry and Organic Reactions: Conformation, Configuration, Stereoelectronic Effects and Asymmetric Synthesis provides coverage on the stereochemistry of reactions of all mechanistic types, ranging from ionic, pericyclic and transition metal-catalyzed to radical and photochemical. Chapters cover acyclic molecules, cyclic molecules, the stereochemistry of organic reactions, the perturbation molecular orbital theory for the origin of stereoelectronic effects, and an introduction to the principles of stereoselectivity and hierarchical levels of asymmetric synthesis. Each chapter includes problems that reinforce main themes, making it valuable to students, teachers and researchers working in organic, biological and medicinal chemistry, as well as biologists, pharmacologists, polymer chemists and chemists.
1. Introduction - p. 1 2. Chapter 1 Acyclic molecules 1: Conformation and symmetry - p. 3 3. Chapter 2 Acyclic molecules 2: Configuration and resolution - p. 51 4. Chapter 3 Cyclic molecules: Configuration and conformation - p. 125 5. 3.1: Configuration of cyclic molecules - p. 125 6. 3.2: Cyclic conformation: Introduction and Baeyer strain theory - p. 130 7. 3.3: Conformation of cyclohexane - p. 132 8. 3.4: Conformation of monosubstituted cyclohexanes: Conformational free energy (or A Value) - p. 141 9. 3.5: Conformation of disubstituted cyclohexanes - p. 151 10. 3.6: Conformation of polysubstituted cyclohexanes - p. 161 11. 3.7: Conformation of six-membered saturated heterocycles61,62 - p. 164 12. 3.8: The anomeric effect69–71 - p. 165 13. 3.9: Conformation of cyclohexyl systems with a double bond - p. 170 14. 3.10: Monocyclic systems other than cyclohexane - p. 178 15. 3.11: Fused ring systems - p. 190 16. 3.12: Determination of configuration and conformation using chiroptical methods151,152 - p. 198 17. Introduction - p. 213 18. Chapter 4 Perturbation theory and organic reactions - p. 215 19. Chapter 5 Introduction to stereospecificity, stereoselectivity and asymmetric synthesis - p. 247 20. Chapter 1 Acyclic molecules 1: Conformation and symmetry - p. 267 21. Chapter 6 Ionic reactions 1: Fundamental stereochemistry - p. 269 22. Chapter 7 Ionic reactions 2: Diastereoselectivity and asymmetric synthesis - p. 303 23. Chapter 8 Pericyclic reactions 1: Basic stereochemistry - p. 375 24. Chapter 9 Pericyclic reactions 2: Asymmetric synthesis - p. 421 25. Chapter 10 Transition metal-catalysed reactions: Diastereoselectivity and asymmetric synthesis - p. 457 26. Chapter 11 Radical reactions: Stereochemistry and asymmetric synthesis - p. 495 27. Chapter 12 Photochemical reactions: Stereochemistry and asymmetric synthesis - p. 529 28. Appendix Answers to problems - p. 561 29. Index - p. 605
