1. Fluorous Organocatalysis in Green Medicinal Chemistry
Synthesis of Spirocyclic Oxindoles
Uriel Tayvah

2. Zhang Lab Medicinal chemistry Asymmetric organocatalysis
Fluorine chemistry

3. Recyclable Fluorous Organocatalysis
Fluorous Solid-Phase Extraction (F-SPE)
Allows catalyst to be reused (~96% recovery)
Graphic by Xin Huang

4. Recyclable Fluorous Organocatalysis (cont.)
Examples of fluorous organocatalysts
Effective for certain asymmetric Michael additions1
cat-1
1Huang, X.; Yi, W. B.; Ahad, D.; Zhang, W. Tetrahedron Lett. 2013, 54,

5. Spirocyclic Oxindoles with chiral centers
Structure found in many biologically active compounds
Can be synthesized via asymmetric Michael additions using cat-1

6. Separation/purification
Research process
Testing reactions
Optimizing reaction conditions
Set-up
Characterization
Separation/purification
Microwave synthesizer
Liquid chomatography-mass spectrometer (LC-MS)
High performance liquid chromatograph (HPLC)
Photos by Cecilia Clamens

7. Reflections Window into research process/lab environment
Learned about instruments and the basics of lit. review

8. Acknowledgments
Thanks to PEI, Prof. Wei Zhang, Xin Huang, Cecilia Clamens, and Kenny Pham.