my last one was too vague, here's the update. basically i won't stop til i give holly a headache
Controlling stereoselectivity is important in applications of organic synthesis because stereochemistry can determine the biological effectiveness of a compound, which is crucial in the manufacturing of pharmaceuticals. Exploring the factors that influence stereochemistry is of great interest as it reveals the mechanistic controls needed to selectively synthesize a stereoisomer. In our study we synthesized various chiral amino alkene substrates by using (R)-(+)-2-methyl-2-propanesulfinamide as a chiral auxillary which directed the addition of alkyl groups such as phenyl, methyl, and cyclohexyl groups onto the imine. Following the removal of the sulfinyl group and addition of a benzyl chloroformate protecting group we then subjected these substrates to cyclization reactions using palladium catalysts with or without an oxidant. These reactions include hydroamination, chloroamination, carboamination, diamination, and alkoxyamination and result in the formation of two stereocenters on the heterocycle, including one which we selectively created through our synthesis. We determined the diastereoselectivity via spectroscopic methods such as proton nuclear magnetic resonance (H NMR) and high performance liquid chromatography (HPLC). These methods will potentially lead us to useful organic synthesis preparations of molecules with multiple stereocenters in high enantiomeric excess.