Our goal is to apply the principles of transition metal catalysis to the asymmetric synthesis of strained small molecules, including substituted aziridines, cyclopropanols, cyclobutanones, and cyclopropane amino acids. Such building blocks are ideal precursors for enantioselective total syntheses of new natural products. The methods and reaction sequences we will develop derive from careful retrosynthetic planning for selected complex molecules. In essence, we seek to merge a more classic (target-inspired) approach to organic synthesis with a keen awareness of the contemporary issues of practicality, efficiency, and selectivity. Advances in this area will have meaningful downstream effects on society, including cheaper medicines and materials as well as decreased pollution and resource expenditure.
Representative Key Publications:
“A Recyclable Ru-Based Metathesis Catalyst,” Kingsbury, J. S.; Harrity, J. P. A.; Bonitatebus, P. J., Jr.; Hoveyda, A. H. J. Am. Chem. Soc. 1999, 121, 791-799.
“Regarding the Mechanism of Olefin Metathesis with Sol-Gel–Supported Ru-Based Complexes Bearing a Bidentate Carbene Ligand. Spectroscopic Evidence for Return of the Propagating Ru Carbene,” Kingsbury, J. S.; Hoveyda, A. H. J. Am. Chem. Soc. 2005, 127, 4510-4517.
"Enantioselective Total Synthesis of Isoedunol and β-Araneosene Featuring Unconventional Strategy and Methodology," Kingsbury, J. S.; Corey, E. J. J. Am. Chem. Soc. 2005, 127, 13813-13815.