total synthesis of panaginsene with structural revision
DESCRIPTION
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 . - PowerPoint PPT PresentationTRANSCRIPT
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Total Synthesis of Panaginsene with Structural Revision
Sujeong Geum and Hee-Yoon Lee. Org. Lett., 2014, 16 (7), xxxx
Ailun Ma2014. 5. 16
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IntroductionIsolation
Isolated from the roots of Panax ginseng C.A.
Meyer, traditional medicine, important and
high-grade health product.
Structure features
A sesquiterpene hydrocarbon with an angularly fused tricyclic moiety
Bioactivities
Health care effect
Panax ginseng C.A.Meyer
Panaginsene
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Retrosynthetic Analysis of 1
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Total Synthesis of 1
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Retrosynthetic Analysis of 1'
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Total Synthesis of 1
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Total Synthesis of 1
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Comparison of 1H NMR of natural panaginsene and synthetic compound of 1 and 1'
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Comparison of 13C NMR of natural panaginsene and synthetic compound of 1 and 1'
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Conclusion1 They have achieved the first total synthesis o
f the proposed structure of panaginsene 1 and the actual structure of panaginsene 1′ through the intramolecular TMM diyl-mediated tandem cycloaddition reaction with high eficiency and stereoselectivity.
2 Through the total synthesis, they confirmed that the originally assigned structure 1 must be revised to the correct structure 1′.
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Thank you
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Corey-Fuchs Alkyne Synthesis
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TMM diyl-mediated tandem cycloaddition reaction