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Mechanisms and Synthesis in Stereoselective Construction of Tricyclic Core in Neoliacinic Acid

Explore the mechanisms and retrosynthetic analysis behind the synthesis of Neoliacinic Acid's tricyclic core. Study allylbromide and diazoketone synthesis, oxidative cleavage, Grignard addition, and oxidation mechanisms. Investigate key cyclization reactions and Al-mediated rearrangements leading to final cyclization. Dive into the most advanced precursor development.

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Mechanisms and Synthesis in Stereoselective Construction of Tricyclic Core in Neoliacinic Acid

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  1. Discussion MeetingMechanisms Stereoselective Construction of the Tricyclic Core of Neoliacinic Acid Clark, J. S.; Baxter, C. A.; Dossetter, A. G.; Poigny, S.; Castro, J. L.; Whittingham, W. G. J. Org. Chem.ASAP. January 22nd, 2008 Université de Montréal

  2. Retrosynthetic Analysis Clark, J. S.; Baxter, . A.; Dossetter, A. G.; Poigny, S.; Castro, J. L.; Whittingham, W. G. J. Org. Chem.ASAP. 2

  3. Synthesis of Allylbromide Clark, J. S.; Baxter, . A.; Dossetter, A. G.; Poigny, S.; Castro, J. L.; Whittingham, W. G. J. Org. Chem.ASAP. 3

  4. Mechanism of Allylsilane Formation (Miguel) Clark, J. S.; Baxter, . A.; Dossetter, A. G.; Poigny, S.; Castro, J. L.; Whittingham, W. G. J. Org. Chem.ASAP. 4

  5. Synthesis of Diazoketone Clark, J. S.; Baxter, . A.; Dossetter, A. G.; Poigny, S.; Castro, J. L.; Whittingham, W. G. J. Org. Chem.ASAP. 5

  6. Oxidative Cleavage Mechanism (Sébas) Clark, J. S.; Baxter, . A.; Dossetter, A. G.; Poigny, S.; Castro, J. L.; Whittingham, W. G. J. Org. Chem.ASAP. 6

  7. Grignard Addition Mechanism (Angélique) Clark, J. S.; Baxter, . A.; Dossetter, A. G.; Poigny, S.; Castro, J. L.; Whittingham, W. G. J. Org. Chem.ASAP. 7

  8. Synthesis of Diazoketone Clark, J. S.; Baxter, . A.; Dossetter, A. G.; Poigny, S.; Castro, J. L.; Whittingham, W. G. J. Org. Chem.ASAP. 8

  9. Oxidation Mechanism (G. Pelletier) Zhao, M.; Li, J.; Mano, E.; Song, Z.; Tschaen, D. M.; Grabowski, E. J. J.; Reider, P. J. J. Org. Chem.1999, 64, 2564-2566. 9

  10. Oxidation Mechanism Zhao, M.; Li, J.; Mano, E.; Song, Z.; Tschaen, D. M.; Grabowski, E. J. J.; Reider, P. J. J. Org. Chem.1999, 64, 2564-2566. 10

  11. Synthesis of Second Diazoketone Clark, J. S.; Baxter, . A.; Dossetter, A. G.; Poigny, S.; Castro, J. L.; Whittingham, W. G. J. Org. Chem.ASAP. 11

  12. Synthesis of Second Diazoketone (Vincent) Clark, J. S.; Baxter, . A.; Dossetter, A. G.; Poigny, S.; Castro, J. L.; Whittingham, W. G. J. Org. Chem.ASAP. 12

  13. Synthesis of Second Diazoketone (Vincent) Clark, J. S.; Baxter, . A.; Dossetter, A. G.; Poigny, S.; Castro, J. L.; Whittingham, W. G. J. Org. Chem.ASAP. 12

  14. Diazoketone Key Cyclization (Maude) Clark, J. S.; Baxter, . A.; Dossetter, A. G.; Poigny, S.; Castro, J. L.; Whittingham, W. G. J. Org. Chem.ASAP. 13

  15. Diazoketone Key Cyclization Clark, J. S.; Baxter, . A.; Dossetter, A. G.; Poigny, S.; Castro, J. L.; Whittingham, W. G. J. Org. Chem.ASAP. 14

  16. Oxygen Insertions Clark, J. S.; Baxter, . A.; Dossetter, A. G.; Poigny, S.; Castro, J. L.; Whittingham, W. G. J. Org. Chem.ASAP. 15

  17. Oxygen Insertions (Fred) Clark, J. S.; Baxter, . A.; Dossetter, A. G.; Poigny, S.; Castro, J. L.; Whittingham, W. G. J. Org. Chem.ASAP. 16

  18. Al-Mediated Rearrangement (Louis) Clark, J. S.; Baxter, . A.; Dossetter, A. G.; Poigny, S.; Castro, J. L.; Whittingham, W. G. J. Org. Chem.ASAP. 17

  19. Al-Mediated Rearrangement Clark, J. S.; Baxter, . A.; Dossetter, A. G.; Poigny, S.; Castro, J. L.; Whittingham, W. G. J. Org. Chem.ASAP. 18

  20. Final Cyclization Clark, J. S.; Baxter, . A.; Dossetter, A. G.; Poigny, S.; Castro, J. L.; Whittingham, W. G. J. Org. Chem.ASAP. 19

  21. Most Advanced Precursor Clark, J. S.; Baxter, . A.; Dossetter, A. G.; Poigny, S.; Castro, J. L.; Whittingham, W. G. J. Org. Chem.ASAP. 20

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