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Total Synthesis of Panaginsene with Structural Revision

Total Synthesis of Panaginsene with Structural Revision. Sujeong Geum and Hee-Yoon Lee . Org. Lett., 2014 , 16 (7), xxxx. Ailun Ma 2014. 5. 16. Introduction. Isolation I solated from the roots of Panax ginseng C.A.Meyer , traditional medicine, important and high-grade health product .

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Total Synthesis of Panaginsene with Structural Revision

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  1. TotalSynthesisofPanaginsenewithStructuralRevision SujeongGeumandHee-YoonLee. Org. Lett., 2014, 16 (7), xxxx Ailun Ma 2014. 5. 16

  2. Introduction Isolation Isolated from the rootsof Panaxginseng C.A.Meyer, traditional medicine, important and high-grade health product. Structure features A sesquiterpenehydrocarbonwithanangularlyfusedtricyclicmoiety Bioactivities Health care effect Panaxginseng C.A.Meyer Panaginsene

  3. Retrosynthetic Analysis of 1

  4. Total Synthesis of 1

  5. Retrosynthetic Analysis of 1'

  6. Total Synthesis of 1

  7. Total Synthesis of 1

  8. Comparison of 1H NMR of natural panaginsene and synthetic compound of 1 and 1'

  9. Comparison of 13C NMR of natural panaginsene and synthetic compound of 1 and 1'

  10. Conclusion 1 They haveachievedthe firsttotalsynthesisoftheproposedstructureofpanaginsene 1 andtheactualstructureofpanaginsene 1′ throughtheintramolecularTMMdiyl-mediatedtandemcycloadditionreactionwithhigheficiencyandstereoselectivity. 2 Throughthetotalsynthesis, they confirmedthattheoriginallyassignedstructure 1 mustberevisedtothecorrectstructure 1′.

  11. Thank you

  12. Corey-Fuchs Alkyne Synthesis

  13. TMMdiyl-mediatedtandemcycloadditionreaction

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