1. 化學資料庫如何輔助研究工作 from organic and medicinal chemist’s point of view 簡敦誠 Tun-Cheng Chien Department of Chemistry National Taiwan Normal University Taipei, Taiwan

2. How does chemical databases assist my research work? My literature search experience –Library / journals / books / conferences / lectures –Chemical abstract –STN / SciFinder –Crossfire / Reaxys - Beilstein Our recent research work Knowledge in the cloud? 2

3. My literature search experience prior to 1991 1993 ~ 1996 (MS / RA) –Library: CA / journals / books Comprehensive Heterocyclic Chemistry I / II / III Fieser & Fieser’s Reagents for Organic Synthesis 1~27 Reagents for Organic Synthesis Larock’s Comprehensive Organic Transformations I / II Greene's Protective Groups in Organic Synthesis –STN 1996 ~ 2006 (PhD / Postdoc) 2006 ~ now 3

4. Reaction search Substance search –known compound –purification –spectroscopic data Commercially availability 4

5. 5 Sulfonylation of carboxamidoxime in our lab Org. Lett. 2014, 16, 892−895 Rearranged products vs non-rearranged products: O-Ts carboxamidoxime R-CN:R = alkyl aryl w/ EWG N-substituted cyanamide R-CN:R = aryl w/ EDG

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10. 10 Mechanism for the Tiemann rearrangement Synlett 2015, accepted

11. 11 Benzamidoximes with ortho-nucleophiles Org. Lett. 2014, 16, 892−895

12. 12 Benzamidoximes with ortho-nucleophiles

13. 13 Benzamidoximes with ortho-nucleophiles

14. Conformation of uridine and its analogs 14

15. 6-Methyluridine 15

16. 6-Methyluridine – m.p. & recrystallization 16

17. 6-Methyluridine – CD & conformation 17

18. 6-Methyluridine – crystal data 18

19. 6-Methyluridine - bioactivities 19

20. 6-Azauridine as a reference compound 20

21. 6-Azauridine as a reference compound 21

22. 6-Azauridine as a reference compound 22

23. Summary Knowledge in the cloud? vs Data / Information in the cloud? 23

24. Thank you for your attention! Special Thanks to Elsevier Taiwan