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A New Stereocontrolled Total Synthesis of the Mast Cell Inhibitory Alkaloid (+)-Monanchorin KarlJ.Hale* and Liping Wang. Org. Lett., 2014, 16 (7), xxxx.

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Presentation on theme: "A New Stereocontrolled Total Synthesis of the Mast Cell Inhibitory Alkaloid (+)-Monanchorin KarlJ.Hale* and Liping Wang. Org. Lett., 2014, 16 (7), xxxx."— Presentation transcript:

1 A New Stereocontrolled Total Synthesis of the Mast Cell Inhibitory Alkaloid (+)-Monanchorin KarlJ.Hale* and Liping Wang. Org. Lett., 2014, 16 (7), xxxx Ailun Ma 2014. 4. 18

2 Author BSc University of London PhD University of London Chair of Organic and Medicinal Chemistry and Chemical Biology, Queen’s University Belfast Karl J. Hale

3 Introduction Isolation Isolated from the aqueous extract of the sponge Monanchora. Structure features A guanidine alkaloid with an unusual bicyclic skeleton, together with the known pentacyclic alkaloid crambescidin acid. Bioactivities Anti-cancer

4 Retrosynthesis

5 Initial Attempt at Preparing Aldehyde 4

6 A New Total Synthesis of (+)-Monanchorin

7 Conclusion They have developed a new and fully stereocontrolled asymmetric synthesis of the mast cell inhibitory alkaloid, (+)- monanchorin, that delivers this molecule as its TFA salt in high ee and high overall yield (7.2%,12steps).

8 Thank you


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