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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 Outlook
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Discovery of 1 O 2 and use as a reagent
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Properties of 1 O 2
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Generation of 1 O 2
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Reaction Overview
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Ene reaction: Introduction
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Ene reaction: Mechanism
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Ene reaction: “cis effect”
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Ene reaction: “cis effect” in styrene derivatives
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Ene reaction: large group non-bonded effect
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Ene reaction: bulky subtituents
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Ene reaction: gem dimethyl/diethyl trisubstituted olefins
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Ene reaction: hydroxyl group directing effect
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Ene reaction: EWG at vinylic and allylic position
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Ene reaction: cyclic molecules
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Ene reaction: diastereoselectivity?
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Comparison with other -oxidation methods
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[4+2] cycloaddition
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[2+2] cycloaddition
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[4+2], [2+2] cycloaddition or ene reaction ?
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Ene reaction: application
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[4+2] cycloaddition: application
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[2+2] cycloaddition: application
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Conclusion
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