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

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Presentation on theme: "Singlet oxygen: From discovery to natural and biologically active product synthesis November, 8-15-22-28 th 2005 By Isabelle Bonnaventure Literature Meeting."— Presentation transcript:

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

2 Presentation Outlook

3 Discovery of 1 O 2 and use as a reagent

4 Properties of 1 O 2

5 Generation of 1 O 2

6

7 Reaction Overview

8 Ene reaction: Introduction

9

10 Ene reaction: Mechanism

11

12

13 Ene reaction: “cis effect”

14

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

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21

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23 Ene reaction: EWG at vinylic and allylic position

24 Ene reaction: cyclic molecules

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27 Ene reaction: diastereoselectivity?

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34 Comparison with other  -oxidation methods

35 [4+2] cycloaddition

36 [2+2] cycloaddition

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

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42 Ene reaction: application

43

44 [4+2] cycloaddition: application

45

46 [2+2] cycloaddition: application

47

48 Conclusion


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