Karl A. Scheidt Professor

Research Statement

Our research focuses on two complementary areas: the discovery of new organic reactions and bioorganic chemistry. We are particularly interested in designing novel methods and strategies for the construction of complex natural products with important biological attributes. Our methodology programs encompass assembling molecules and introducing stereogenic centers using new catalytic reactions.

Selected Publications

Izquierdo, J.; Orue, A.; Scheidt, K. A. “A Dual Lewis Base Activation Strategy for Enantioselective Carbene-Catalyzed Annulations“ J. Am. Chem. Soc. 2013, 135, 10634-10637.

Farmer, R. L.; Scheidt, K. A. “A Concise Enantioselective Synthesis and Cytotoxic Evaluation of the Anticancer Rotenoid Deguelin Enabled by a Tandem Knoevenagel/Conjugate Addition/Decarboxylation Sequence“ Chem. Sci. 2013, 4 (8), 3304-3309.

Lalonde, M. B.; Getman, R.; Lee, J. Y.; Roberts, J.; Sarjeant, A.; Scheidt, K. A.; Georgiev, P. A.; Embs, J. P.; Eckert, J.; Farha, O. K.; Snurr, R. Q.; Hupp, J. T. “A Zwitterionic Metal-Organic Framework with Free Carboxylic Acid Sites that Exhibits Enhanced Hydrogen Adsorption Energies“ CrystEngComm. 2013, Accepted.

Izquierdo, J.; Hutson, G. E.; Cohen, D. T.; Scheidt, K. A. “A Continuum of Progress: Applications of N-Hetereocyclic Carbene Catalysis in Total Synthesis,“ Angew. Chem. Int. Ed. 2012, 51, 11686-11698.
Lalonde, M. B.; Farha, O. K.; Scheidt, K. A.; Hupp, J. T. “N-Heterocyclic Carbene-Like Catalysis by a Metal-Organic Framework (MOF) Material,” ACS Catalysis, 2012, 2 (8), 1550–1554.

Cui, J.; Chai, D. I.; Miller, C.; Hao, J.; Thomas, C.; Wang, J.; Scheidt, K. A.; Kozmin, S. A. “Assembly of Four Diverse Heterocyclic Libraries Enabled by Prins Cyclization, Au-Catalyzed Enyne Cycloisomerization, and Automated Amide Synthesis,” J. Org. Chem. 2012, 77, 7435–7470.

Cohen, D. T.; Eichman, C. C.; Phillips, E. M.; Zarefsky, E. R.; Scheidt, K. A. “Catalytic Dynamic Kinetic Resolutions with N-Heterocyclic Carbenes: Asymmetric Synthesis of Highly Substituted β-Lactones,” Angew. Chem. Int. Ed. 2012, 51, 7309–7313.

Dugal-Tessier, J.; O’Bryan, E. A.; Schroeder, T. B. H.; Cohen, D. T.; Scheidt, K. A. “An N-Heterocyclic Carbene/Lewis Acid Strategy for the Stereoselective Synthesis of Spirooxindole Lactones,” Angew. Chem. Int. Ed. 2012, 51, 4963-4967.

Roberts, J. M.; Fini, B. M.; Sarjeant, A. A.; Farha, O. K.; Hupp, J. T.; Scheidt, K. A. “Urea Metal–Organic Frameworks as Effective and Size Selective Hydrogen–Bond Catalysts,” J. Am. Chem. Soc. 2012, 134, 3334-3337.

Brekan, J. A.; Chernyak, D.; White, K. L.; Scheidt, K. A. “Lewis Base-Promoted Carbon-Carbon sp3–sp3 Coupling Reactions of α-Silyl Silylethers,” Chem. Sci. 2012, 3, 1205-1210.

Nibbs, A. E.; Scheidt, K. A. “Asymmetric Methods for the Synthesis of Flavanones, Chromanones, and Azaflavanones,” Eur. J. Org. Chem. 2012, 3, 449-462.

Selected Honors/Awards

  • Dow Chemical Research Professor (2012-present)
  • Japanese Society for the Promotion of Science (JSPS) Invitation Fellowship (2012)
  • Fellow, American Association for the Advancement of Science (AAAS) (2012)
  • Jeremiah P. Freeman Lecturer, University of Notre Dame (2011)
  • Alumnae of Northwestern University Teaching Professor (2009-present)
  • Organic Syntheses Distinguished Lecturer, University of Toronto (2009)
  • Irving Klotz Professor of Chemistry (2008-2010)
  • GlaxoSmithKline Scholar (2008-2009)
  • Alfred P. Sloan Fellow (2007-2009)
  • AstraZeneca Award for Excellence in Chemistry (2007)
  • Novartis Chemistry Lecture Award (2007)