Development of a Novel Lewis Acid for Intramolecular Vinylogous Aldol Reactions, its Application to the Synthesis of (+)-Peloruside A, and Design and Synthesis of Lanthanide-Binding Nucleosides for Solution Phase Characterization of RNA by NMR.

摘要

While in the Sammakia Lab, I have focused broadly on developing and applying new approaches to organic synthesis that increase the cache of methods for the synthesis and use of complex organic molecules. My research efforts can be classified into (i) the development and application of new methods for the synthesis of complex natural products, and (ii) the use of organic molecules as probes for problems in chemical biology. The application of the intramolecular vinylogous aldol reaction with ATPH toward the synthesis of (+)-peloruside A, the development of the novel Lewis acid, ATNP, which promotes the vinylogous aldol reaction of enolizable aldehydes with crotonate esters, and the design and synthesis of lanthanide binding nucleosides for inducing residual dipolar couplings will be discussed.