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Proposal: Total Synthesis of Biyouyanagin A

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Presentation on theme: "Proposal: Total Synthesis of Biyouyanagin A"— Presentation transcript:

1 Proposal: Total Synthesis of Biyouyanagin A
Isabelle Bonnaventure, Maude Poirier, Jean-Nicolas Desrosiers, Sébastien Goudreau, Alexandre Côté March 20th, 2007

2 Retrosynthesis

3 Hyperolactone C: Chirality Installation

4 Hyperolactone C: O-H Insertion
Entry R Yield (%) 1 Me 86 2 Et 92 3 Bn 91

5 Hyperolactone C: Carroll Rearrangement

6 Hyperolactone C: Formation of the Spirolactone Unit

7 Zingiberene: Chirality Installation

8 Zingiberene: Cyclization

9 The [2+2] Approach

10 When the Steric Hindrance is Increased

11 Summary

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