20.500.12556/RUL-161325 Organokatalizirana adicija tetronske kisline na nitroalkene na osnovi nasičenih maščobnih kislin Organocatalyzed addition of tetronic acid to fatty acid-derived nitroalkenes V diplomski nalogi sem opisal eno od možnih sinteznih poti do 1-nitroheptadek-1-ena iz komercialno dostopne palmitinske kisline ter sledečo Michaelovo adicijo tetronske kisline na nitroalken. Opisane korake sinteze sem izvedel tudi v laboratoriju, kjer sem celotno sintezo nitroalkena ponovil dvakrat, da bi primerjal rezultate med ponovitvama. Sintezo sem izvedel v petih korakih preko heksadekanala ter 1-nitroheptadekan-2-ola, ki nastane s Henryjevo adicijo nitrometana na heksadekanal. Ključni korak sinteze je končna Michaelova adicija, ki jo lahko z uporabo akiralnega organokatalizatorja izvedemo pri blagih pogojih z visokim izkoristkom. In my thesis, I described one of the possible synthesis routes of 1-nitroheptadec-1-ene from commercially available palmitic acid and the Michael addition of the tetronic acid to nitroalkene. I conducted the described synthesis in the laboratory, where I carried out the synthesis of the nitroalkene twice in order to compare the results of the two iterations. I carried out the synthesis in five steps via hexadecanal and 1-nitroheptadecan-2-ol, that was formed during the Henry addition of nitromethane to hexadecanal. The key step of the synthesis was the Michael addition, which was carried out under mild reaction conditions and with a high yield using achiral organocatalyst. nitroalken tetronska kislina Michaelova adicija Henryjeva reakcija organokatalizator nitroalkene tetronic acid Michael addition Henry reaction organocatalyst true false false Slovenski jezik Angleški jezik Diplomsko delo/naloga 2024-09-10 08:30:00 2024-09-10 08:30:05 2024-11-08 11:37:32 0000-00-00 00:00:00 2024 0 0 0000-00-00 NiDoloceno NiDoloceno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 22907 214236419 Fister_Martin_-_Organokatalizirana_adicija_tetronske_kisline_na_nitroalkene_na_osnovi_nasicenih_.pdf Fister_Martin_-_Organokatalizirana_adicija_tetronske_kisline_na_nitroalkene_na_osnovi_nasicenih_.pdf 1 420D950E9B8E1ACBDC71D15DF3C2E8AB 67a00a5b11b84537661d0af9255d091d307ffa5ecf345a9547398f4b2f858a13 1af65e00-6f3e-11ef-b232-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=190230 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0