Sheryl Wiskur

January 30, 2015 - 3:30pm
Wright Rieman, Rm. 260
Organic Seminar

"Kinetic Resolutions employing silyl chlorides: Substrate scope and mechanistic investigations"

Spring 2015 Organic Seminar Series

Speaker: Sheryl Wiskur
Department of Chemistry and Biochemistry
University of South Carolina
Abstract: The kinetic resolution of secondary alcohols is an important transformation in asymmetric chemistry. While there are a number of great methods available, a majority of the work has focused on selective acylation with silylation-based kinetic resolutions only recently gaining interest. We are focused on promoting enantioselective silylation of racemic alcohols by employing chiral isothiourea catalysts and triphenylsilyl chlorides. Our methodology can be used to resolve secondary cyclic alcohols, α-hydroxy carbonyl compounds, and 2-aryl cyclic alcohols. We are also exploring the mechanism through linear free energy relationships and kinetics. The substrate scope and mechanistic investigations will be presented.
Poster: PDF
Host: Professor Daniel Seidel
~ Coffee/tea will be served prior to lecture ~