The present proposal is divided into two parts. The first one deals with the Heck-Matsuda reaction directed by the substrate which will be studied on allylic systems to obtain arylated compounds with high regio and stereocontrol. The products obtained in these studies will be applied in a new methodology for the Tsuji-Trost reactions aiming at creating new routes to natural products with potential anticancer activity, as well as in the synthesis of asymmetric cyclopenten derivatives. The second part of the proposal aims at expanding the scope of the enantioselective Heck-Matsuda reaction, recently disclosed by the research group. In this proposal, we plan to synthesize new chiral ligand of the bisoxazoline family and a few other derivatives of those in order to generate in situ chiral palladium catalysts. Additionally, new substrates for the enantioselective Heck-Matsuda reaction will be evaluated. The initial substrates will be bisallylic systems, which will function as potential precursors for enantiomerically enriched aryl lactones. The first experiments will focus on the synthesis of five-membered aryl lactones.
News published in Agência FAPESP Newsletter about the scholarship: