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Singlet oxygen : From discovery to natural and biologically active product synthesis

Singlet oxygen : From discovery to natural and biologically active product synthesis. Literature Meeting. By Isabelle Bonnaventure. November, 8-15-22-28 th 2005. Presentation Outlook. Discovery of 1 O 2 and use as a reagent. Properties of 1 O 2. Generation of 1 O 2.

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Singlet oxygen : From discovery to natural and biologically active product synthesis

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  1. Singlet oxygen:From discovery tonatural and biologically active product synthesis Literature Meeting By Isabelle Bonnaventure November, 8-15-22-28th 2005

  2. Presentation Outlook

  3. Discovery of 1O2 and use as a reagent

  4. Properties of 1O2

  5. Generation of 1O2

  6. Generation of 1O2

  7. Reaction Overview

  8. Ene reaction: Introduction

  9. Ene reaction: Introduction

  10. Ene reaction: Mechanism

  11. Ene reaction: Mechanism

  12. Ene reaction: Mechanism

  13. Ene reaction: “cis effect”

  14. Ene reaction: “cis effect”

  15. Ene reaction: “cis effect” in styrene derivatives

  16. Ene reaction: large group non-bonded effect

  17. Ene reaction: bulky subtituents

  18. Ene reaction: gem dimethyl/diethyl trisubstituted olefins

  19. Ene reaction: hydroxyl group directing effect

  20. Ene reaction: hydroxyl group directing effect

  21. Ene reaction: hydroxyl group directing effect

  22. Ene reaction: hydroxyl group directing effect

  23. Ene reaction: EWG at vinylic and allylic position

  24. Ene reaction: cyclic molecules

  25. Ene reaction: cyclic molecules

  26. Ene reaction: cyclic molecules

  27. Ene reaction: diastereoselectivity?

  28. Ene reaction: diastereoselectivity?

  29. Ene reaction: diastereoselectivity?

  30. Ene reaction: diastereoselectivity?

  31. Ene reaction: diastereoselectivity?

  32. Ene reaction: diastereoselectivity?

  33. Ene reaction: diastereoselectivity?

  34. Comparison with other a-oxidation methods

  35. [4+2] cycloaddition

  36. [2+2] cycloaddition

  37. [4+2], [2+2] cycloaddition or ene reaction ?

  38. [4+2], [2+2] cycloaddition or ene reaction ?

  39. [4+2], [2+2] cycloaddition or ene reaction ?

  40. [4+2], [2+2] cycloaddition or ene reaction ?

  41. [4+2], [2+2] cycloaddition or ene reaction ?

  42. Ene reaction: application

  43. Ene reaction: application

  44. [4+2] cycloaddition: application

  45. [4+2] cycloaddition: application

  46. [2+2] cycloaddition: application

  47. [2+2] cycloaddition: application

  48. Conclusion

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