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D Adamantane Isomers

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© 2022 Walter de Gruyter GmbH, Berlin/Munich/Boston

© 2022 Walter de Gruyter GmbH, Berlin/Munich/Boston

Chapters in this book

  1. Frontmatter I
  2. Table of Contents VII
  3. I Introduction 1
  4. II New Synthetic Developments
  5. A Annulation Reactions 2
  6. B Ring Expansion, Contraction, and Cleavage Processes 12
  7. C Transannular and Intramolecular Cyclizations 15
  8. D Rearrangement Routes to Polyquinanes 18
  9. E Meta-Photocycloadditions 31
  10. F Trapping of 1,3-Diyls 32
  11. G Production of Tri- and Tetraquinanes 33
  12. III Functional Group Manipulation within Polyquinanes
  13. A Ring Opening of Tricyclo[3.3.0.02, b joctan-3-ones 40
  14. B Reactions Involving Ketonic Substrates 42
  15. C Use of Other Carbonyl Functional Groups 47
  16. D Reactions Involving Olefinic Centers 49
  17. E Miscellaneous Reactions 54
  18. IV Spectral Data on Bicyclo[3.3.0]octanes 57
  19. V Simpler Molecules of Theoretical Interest
  20. A Pentalene 58
  21. B Semibullvalenes 58
  22. C Brexanes, Brendanes, and syn/a-Sesquinorbornanes 62
  23. D Adamantane Isomers 65
  24. E Propellanes 68
  25. F Tricyclo[3.3.0.03,7]octanes 70
  26. G Fenestranes 71
  27. H (D3)-Trishomocubanes and Congeners 73
  28. I Triquinacenes and Related Molecules 76
  29. J Peristylanes 81
  30. VI Natural Products Chemistry
  31. A Isolation and Physical Properties 84
  32. B Chemical Transformations 85
  33. VII Synthesis of Diquinane Natural Products
  34. A Cedranoids 89
  35. B Gymnomitrol 91
  36. C Pentalenolactone 95
  37. D Pentalenolactone E Methyl Ester 96
  38. E Quadrone 97
  39. F Carbaprostaglandins 102
  40. VIII Synthesis of Triquinane Natural Products
  41. A Linear Triquinanes 108
  42. B Angular Triquinanes 121
  43. C Propellane Structures 130
  44. IX The Quest for Dodecahedrane
  45. A C16-Hexaquinacene 135
  46. B Alternative Approach to C16-Hexaquinanes 137
  47. C Peristylenones and Norperistylenones 139
  48. D C2-Dioxa-C20-octaquinane 140
  49. E Approaches to Higher Polyquinanes 142
  50. F Pentagonal Dodecahedranes 143
  51. X References 148
  52. Subject Index 159
  53. Author Index Volumes 101-119 161
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