In this project, the goal of our research is to explore an efficient methodology to enantioselectively and regioselectively functionalize β,γ-unsaturated carboxylic acid using efficiently recyclable chiral lithium amides. C2-Symmetric tetramines have already been proved their robust repetitive utilization rates and high efficiency of the assembly of chiral centers in the lithium enolate chemistry. Presently, chiral tetramine auxiliaries are only used on arylcarboxylic acids. This project is broadening the application of these types of tetramines to some other substrates, β,γ-unsaturated carboxylic acids have a broad extensibility in the organic synthesis because of the easily modifiable (i.e. cycloaddition, asymmetric reduction) and possibly rearrangable carbon-carbon double bonds.
Advisor: Armen Zakarian