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The Work Of Pr Karl A. Scheidt Group

The Work Of Pr Karl A. Scheidt Group. Department of Chemistry, Northwestern Uni V ersity, E v anston. 2010.09.11. Karl Scheidt was exposed to chemistry at a young age thanks to the influence of his father. He obtained his PhD with William Roush from Indiana University in 1999.

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The Work Of Pr Karl A. Scheidt Group

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  1. The Work Of Pr Karl A. Scheidt Group Department of Chemistry, Northwestern UniVersity, Evanston. 2010.09.11

  2. Karl Scheidt was exposed to chemistry at a young age thanks to the influence of his father. He obtained his PhD with William Roush from Indiana University in 1999. After an NIH postdoctoral fellowship under the direction of David A. Evans (Harvard University), he joined the faculty of northwestern University (Evanston, IL, USA) in 2002. His research focuses on the development of new organic methodology and the synthesis of bioactive molecules. He is a recent Sloan Foundation Fellow and Novartis Lecturer as well as the recipient of awards from Abbott Laboratories, Amgen, AstraZeneca, Boehringer-Ingelheim, and 3M.

  3. Synthesis of Tertiary â-Hydroxy Amides by Enolate Additions to Acylsilanes J. AM. CHEM. SOC. 2006, 128, 15566-15567

  4. An unusual dianion equivalent from acylsilanes: Chem. Commun., 2008, 1926–1928

  5. Highly Stereoselective Synthesis of Substituted g-Lactams from Acylsilanes Angew. Chem. Int. Ed. 2008, 47, 2294 –2297 J. AM. CHEM. SOC. 2009, 131, 8805–8814

  6. Catalytic Enantioselective a-Acylvinyl Anion Reactions of Silyloxyallenes Angew. Chem. Int. Ed. 2007, 46, 7806 –7809 J. AM. CHEM. SOC. 2006, 128, 15382-15383

  7. Org. Lett.,2008,5227 The use of N-diphenylphosphinyland N-tert-butanesulfinyl functional groups attenuates potentially competing aza-Brook rearrangements and therefore facilitates high yields of R-silylamines. Org. Lett.,2005,1403

  8. General types of N-heterocyclic carbenes. Breslow intermediate Dieter Enders .Chem. Rev., 2007, 107 , 5606–5655

  9. The Thiazolium-Catalyzed Sila-Stetter Reaction: Conjugate Addition of Acylsilanes to Unsaturated Esters and Ketones J. AM. CHEM. SOC. 2004, 126, 2314-2315

  10. Conversion of r,â-Unsaturated Aldehydes into Saturated Esters Org. Lett.,2005,7,905

  11. Tandem Oxidation of Allylic and Benzylic Alcohols to Esters Catalyzed by N-Heterocyclic Carbenes Org. Lett., 2007,9,371 Org. Lett.,2008,10,4331

  12. Catalytic Conjugate Additions of Carbonyl Anions under Neutral Aqueous Conditions J. AM. CHEM. SOC.2005, 127,14675

  13. A Highly Enantioselective Intramolecular Michael Reaction Catalyzed by N-Heterocyclic Carbenes ~99%ee

  14. Angew. Chem. Int. Ed. 2007, 46, 3107 –3110

  15. Direct Nucleophilic Acylation of Nitroalkenes Promoted by a Fluoride Anion/ Thiourea Combination Our incorporation of a thiourea was based on the additions to nitroalkenes recently reported by Takemoto. J. AM. CHEM. SOC. 2006, 128, 4932-4933

  16. Hydroacylation of Activated Ketones Catalyzed by N-Heterocyclic Carbenes J. AM. CHEM. SOC. 2006, 128, 4558-4559

  17. Nucleophilic Acylation of o-Quinone Methides: An Umpolung Strategy for the Synthesis of r-Aryl Ketones and Benzofurans

  18. J. AM. CHEM. SOC. 2007, 129, 4508-4509

  19. Enantioselective Synthesis of r,r-Disubstituted Cyclopentenes by an N-Heterocyclic Carbene-Catalyzed Desymmetrization of 1,3-Diketones Up to 96%ee

  20. Proposed Reaction Pathway J. AM. CHEM. SOC. 2007, 129, 10098-10099

  21. Highly Stereoselective Formal [3 + 3] Cycloaddition of Enals and Azomethine Imines Catalyzed by N-Heterocyclic Carbenes J. AM. CHEM. SOC. 2007, 129, 5334-5335

  22. Direct Amination of Homoenolates Catalyzed by N-Heterocyclic Carbenes J. AM. CHEM. SOC. 2008, 130, 2740-2741 Highly Diastereo- and Enantioselective Additions of Homoenolates to Nitrones Catalyzed by N-Heterocyclic Carbenes

  23. J. AM. CHEM. SOC. 2008, 130, 2416

  24. N-Heterocyclic Carbene-Catalyzed Enantioselective Mannich Reactions with r-Aryloxyacetaldehydes J. AM. CHEM. SOC. 2009, 131, 18028–18029

  25. Catalytic Enantioselective Synthesis of Flavanones and Chromanones Up to 94% ee J. AM. CHEM. SOC. 2007, 129, 3830-3831

  26. Cooperative N-Heterocyclic Carbene/Lewis Acid Catalysis for Highly Stereoselective Annulation Reactions with Homoenolates 98-99% ee

  27. Proposed Catalytic Pathway Breslow intermediate We postulate that 2-propanol might accelerate the acylation step from III to regenerate the carbene catalyst and Ti(Oi-Pr)4 by facilitating the disassociation of the tertiary alkoxide. J. AM. CHEM. SOC. 2010, 132, 5345–5347

  28. Cooperative catalysis by carbenes and Lewis acids in a highly stereoselective route to g-lactams

  29. NATURE CHEMISTRY.2010,766

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