1. Total Synthesis of Jiadifenolide
Ian Paterson,* Mengyang Xuan, and Stephen M. Dalby*

2. Introduction
Retrosynthesis of the nature product
Procedure of synthesis
conclusion

3. Introduction -natural product Jiadifenolide
Structure
Property
term
Name
Jiadifenolide
Isolated from
Illicium jiadifengpi
Isolated by
Fukuyama
Biological actitivity
Anti-neuridegeneration
Fuse 3 ring structure:5.6.lactone 在5.6環之間存在著5環的lactone ,還有一個與6環fuse 在環醚架構，我們可以看到jiadifenolide具有數個chiral center
，iadifenolide具有7個chiral center,所以它是屬於一個複雜結構的天然物

4. Introduction -relative natural product
可分為上下兩類,neomajucin 可由jiafidenolide A or B醚裂解可得,anisatin 與neomajucin相似,jiadifenin 可由jiadifenolide解釋

5. Introduction -Divergent Synthetic Strategy and Neurotrophic Activity Studies
Reference:Chem. Eur. J. 2013, 19, 6398 – 6408
(Jing Xu and Emmanuel A. Theodorakis)
1,3-cyclopentadione

6. Introduction
Retrosynthesis of the nature product
Procedure of synthesis
conclusion

7. Retrosynthesis of monoterpen indole alkaloids
butenolide

8. Introduction
Retrosynthesis of the nature product
Procedure of synthesis
conclusion

9. Procedure of synthesis -Synthesis of initial product aldehyde 4

10. Procedure of synthesis -Sythesize the intermediate through the key step
Butenolide
Samarium(II) iodide

11. Procedure of synthesis -Total synthesis of jiadifenolide
TMS-enol ether

12. Introduction
Retrosynthesis of the nature product
Procedure of synthesis
conclusion

13. Conclusion A high stereoconctrol strategy.
A new method to build the tricyclic core.
the yield of the Jiadifenolide is 2.3% (23step)

14. Emmanuel A. Theodorakis*
Conclusion
Publish date
author
step
yield
production
Angew. Chem. Int. Ed. 2011, 50, 3672 –3676
Emmanuel A. Theodorakis* 25
1.5%
(-)-Jiadifenolide
Angew. Chem. Int. Ed. 2014, 53, 1 – 5
Stephen M. Dalby 23
2.3%
(±)- Jiadifenolide

15. Reference Angew. Chem. Int. Ed. 2014, 53, 1 – 5
Chem. Eur. J. 2013, 19, 6398 – 6408
Angew. Chem. Int. Ed. 2011, 50, 3672 –3676

16. THE END