Organocatalyzed addition of tetronic and tetramic acid to a pyrazolone-based Michael acceptor

Iz tetronske kisline in pirazolona sem v prisotnosti akiralnega organokatalizatorja po mehanizmu Michaelove adicije pripravil adukt, ki sem ga okarakteriziral. Sledečo spojino sem acetiliral z acetanhidridom, vendar reakcija ni potekla. Posledično sem izvedel metiliranje Michaelovega adukta, s katerim sem pridobil končni produkt. Enantiomera metiliranega produkta tetronske kisline in pirazolona sem želel ločiti na kiralni HPLC koloni, vendar ločba ni bila uspešna. Z Michaelovo adicijo pirazolona na N-Boc zaščiteno tetramsko kislino sem sintetiziral racemni adukt. Pri reakciji sem uporabil akiralni organokatalizator.The adduct of tetronic acid and pyrazolone was synthesized following the Michael addition mechanism and later fully characterized. The reaction was catalyzed by an achiral organocatalyst. The obtained adduct was acetylated with acetic anhydride, but the reaction didn\u27t occur. Consequently the methylation of the same Michael adduct was performed, with which the final product was obtained. The enantiomers were supposed to separate on a chiral HPLC column, but the separation failed. Another racemic adduct was synthesized with N-Boc protected tetramic acid and pyrazolone under Michael addition mechanism, where for the reaction an achiral catalyst was used as well