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Click Chemistry : A ‘Click’ away from discovery.

Click Chemistry : A ‘Click’ away from discovery. David Marcoux Charette’s Laboratories February 6 th. Table of Contents. Introduction Concept of ‘Click Chemistry’ ‘Click Reaction’ ‘Click Application’ ‘Click Conclusion’. Table of Contents. Introduction Concept of ‘Click Chemistry’

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Click Chemistry : A ‘Click’ away from discovery.

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  1. Click Chemistry : A ‘Click’ away from discovery. David Marcoux Charette’s Laboratories February 6th

  2. Table of Contents • Introduction • Concept of ‘Click Chemistry’ • ‘Click Reaction’ • ‘Click Application’ • ‘Click Conclusion’

  3. Table of Contents • Introduction • Concept of ‘Click Chemistry’ • ‘Click Reaction’ • ‘Click Application’ • ‘Click Conclusion’

  4. Chemistry of Life

  5. Nature’s Chemistry

  6. Chemist’s Chemistry

  7. Chemist’s Chemistry

  8. Drug Discovery

  9. Nature’s Chemistry

  10. Sharpless Point of View

  11. Table of Contents • Introduction • Concept of ‘Click Chemistry’ • ‘Click Reaction’ • ‘Click Application’ • ‘Click Conclusion’

  12. K. Barry Sharpless Massachusetts Institute of Technology, 1970–7, 1980–90   Arthur C. Cope Professor, 1987–90Stanford University, 1977–80The Scripps Research Institute, W. M. Keck Prof, 1990–Skaggs Institute for Chemical Biology of TSRI, 1996–Kitasato University, Visiting Professor, 2002– BA, Dartmouth College (T. A. Spencer), 1963PhD, Stanford University (E. E. van Tamelen), 1968postdoctoral, Stanford University (J. P. Collman), 1968postdoctoral, Harvard University (K. Bloch), 1969 1976 : Catalytic amino and dihydroxylation 1979 : Asymetric dihyroxylation 1980 : Catalytic asymetric epoxydation 1987 : Catalytic asymetric dihydroxylation 1996 : Catalytic asymetric aminodihydroxylation 2001 : Click Chemistry 2001 : Nobel laureate (with Knowles and Noyori)

  13. K. Barry Sharpless Award for Creative Work in Organic Synthesis, 1983Arthur C. Cope Scholar, 1986Harrison Howe Award, Rochester Section, 1987Remsen Award, Maryland Section, 1989Arthur C. Cope Award, 1992San Diego Scientist of the Year, San Diego Section, 1992Roger Adams Award in Organic Chemistry, 1997Top 75 Contributors to the Chemical Enterprise, 1998Richards Medal, Northeastern Section, 1998Carothers Award, Delaware Section, 1999Allan Day Award, Philadelphia Organic Chemists Club, 1985Dr. Paul Janssen Prize, Belgium, 1986 (1st recipient)Prelog Medal, ETH, Switzerland, 1988Sammet Award, Göthe University, Frankfurt-am-Main, 1988Chemical Pioneer Award, American Institute of Chemists, 1988Scheele Medal, Swedish Academy of Pharma Sciences, 1991Tetrahedron Prize (with Noyori), 1993Centenary Lectureship Medal, Royal Society of Chemistry, 1993Cliff Hamilton Award, University of Nebraska, Lincoln, 1995King Faisal Prize for Science, Saudi Arabia, 1995Microbial Chemistry Medal, Kitasato Institute, Tokyo, 1997Harvey Science & Technology Prize, Israel Inst of Tech, 1998Rylander Award, Organic Reactions Catalysis Society, 2000Chemical Sciences Award, National Academy of Sciences, 2000Chiralty Medal, Italian Chemical Society, 2000Rhone Poulenc Medal, Royal Society of Chemistry, 2000Benjamin Franklin Medal, Franklin Institute, Philadelphia, 2001Wolf Prize (with Kagan & Noyori), Weizmann Institute, 2001John Scott Medal Award, City of Philadelphia, 2001ISI Highly Cited Researchers Database, original member, 2001Nobel Prize in Chemistry (with Knowles & Noyori), 2001Distinguished Professor (Hon), Hong Kong Polytechnic University, Hong Kong, 2002

  14. Click Chemistry

  15. Click Chemistry

  16. Click Chemistry

  17. Starting Materials

  18. Benign Solvent

  19. ‘CLICK REACTIONS’

  20. Solid-Phase Synthesis

  21. Table of Contents • Introduction • Concept of ‘Click Chemistry’ • ‘Click Reaction’ • ‘Click Application’ • ‘Click Conclusion’

  22. Hantzsch Ester Synthesis

  23. Epoxidation

  24. Dihydroxylation

  25. Small Rings Opening

  26. Small Rings Opening

  27. Small Rings Opening

  28. Beta-Lactam Clavulanic acid

  29. Small Rings Opening

  30. Tetrazole

  31. Tetrazole

  32. Tetrazole

  33. Tetrazole

  34. Tetrazole

  35. Polyfunctionalized Tetrazole

  36. « Cream of the Crop »

  37. 1,4 and 1,5 Triazole

  38. Sources of Cu(I)

  39. Mechanism

  40. 1,5 Triazole

  41. 1,5 Triazole

  42. 1,5 Triazole

  43. Mechanism

  44. Table of Contents • Introduction • Concept of ‘Click Chemistry’ • ‘Click Reaction’ • ‘Click Application’ • ‘Click Conclusion’

  45. Multi-Step Click Chemistry

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