5. Cycloeliminations

Kapitel in diesem Buch

1. Frontmatter I
2. Preface V
3. Table of Contents VII
4. I. Introduction 1
5. II. Structures
6. 1. Non-delocalized (σ) 3
7. 2. Delocalized (π) 8
8. III. Preparations
9. 1. From Alkyl Halides 13
10. 2. From Alkanes by Proton Abstraction (3-2) 17
11. 3. From Unsaturated Compounds 25
12. 4. From Other Organometallics by Changing the Metal 27
13. IV. Reactions of a Carbanions with Electrophiles
14. 1. Substitution Reactions of Alkyl (sp³) Anions 29
15. 2. Addition Reactions of Alkyl (sp³) Anions 34
16. 3. Vinyl (sp²), Aryl (sp²), and Acetylenic (sp) Anions 38
17. V. Reactions of π Carbanions with Electrophiles π
18. 1. Hydrocarbon π Anions 40
19. 2. Enolate Anions 43
20. 3. Other O-Stabilized Monoanions 47
21. 4. O-Stabilized Dianions 50
22. 5. N-Stabilized Anions 52
23. 6. S-Stabilized Anions 56
24. VI. Eliminations
25. 1. α-Eliminations 57
26. 2. β-Eliminations 58
27. 3. γ-Eliminations 60
28. 4. δ-Eliminations 61
29. 5. Cycloeliminations 61
30. VII. Oxidations
31. 1. Oxidations to Hydroperoxides, Alcohols, and Ketones 63
32. 2. Oxidative Couplings 64
33. 3. Dianion Oxidations 65
34. Vm. Rearrangements
35. 1. Intermolecular Rearrangements 67
36. 2. Intramolecular Additions 68
37. 3. Intramolecular Eliminations 69
38. 4. Sigmatropic Carbanion Rearrangements 70
39. 4. Sigmatropic Carbanion Rearrangements 72
40. 6. Complex Intramolecular Rearrangements 73
41. IX. Carbanion Equivalents 75
42. X. Summary 77
43. XI. References 78