Kyungsoo Oh
 |
|
||||||||||||||
Research
The primary research activities in our laboratories are centered on the development of synthetically useful and conceptually novel methodologies, in particular, multiple C-C bond formations through rearrangements and fragmentations.
Our current research programs have three main thrusts: 1) the identification of chiral tertiary N-oxides as reactive oxygen transfer reagents and their application towards asymmetric oxidations: epoxidation, sulfoxidation, and alpha-oxygenation of ketones; 2) the development of an intramolecular [2+2] cycloaddition between alkoxyketeniminium salts and carbonyl functionalities and application towards the synthesis of nucleotide analogs as potential antiviral drug candidates; and 3) the development of an intramolecular cycloaddition of alkenes and 1,3-diradical or zwitterionic species from epoxide cleavage and application towards the synthesis of furanoeremophilane natural products. Biological assays and pharmaceutical profiles of the projected compounds are also investigated through collaborations with biologists in biomedical science departments.
Recent Publications
K. Oh and J. Ryu "Chiral tertiary amine N-oxides in asymmetric epoxidation of alpha, beta-unsaturated ketones" Tetrahedron Lett. 2008, 49, in press.
K. Oh, H. Kim, F. Cardelli, T. Bwititi and A. M. Martynow "Synthesis of cyclic thioethers through tandem C(sp3)-S and C(sp2)-S bond formations from dichloro vinyl ketones" J. Org. Chem. 2008, 73, in press.
K. Oh "A rapid synthesis of biotin core through a tandem Michael reaction" Org. Lett. 2007, 9, 2973-2975.
K. Oh "An efficient epimerization of biotin sulfone derivatives to 2- epi-biotin analogs" Tetrahedron Lett. 2007, 48, 3685-3688.
J. D. Winkler and K. Oh “A One-Step Synthesis of 2,3-Dihydro-4H-pyran-4ones from 3-Ethoxy a, ß-Unsaturated Lactones” Org. Lett. 2005, 7, 2421-2423.
J. D. Winkler, K. Oh and S. M. Asselin “Synthesis of Highly Functionalized Furanones via Aldol Reaction of 3-Silyloxyfurans” Org. Lett. 2005, 7, 387-389. K. Oh, D. Cheshire and P. J. Parsons “Studies Towards the Synthesis of Rapamycin: Regiocontrol in the Addition of Carbanions to Enantiomerically Pure Epoxides and the Formation of a Highly Substituted Tetrahydrofuran” SynLett. 2005, 1630-1632. K. Oh, P. J. Parsons and D. Cheshire “An Efficient Stereoselective Synthesis of Substituted 1,3-Dienes” SynLett. 2004, 2771-2775.
