info:eu-repo/semantics/bachelorThesis http://creativecommons.org/licenses/by-nc-nd/2.0/at/legalcode Savić, Vladimir, 1963- Tešević, Vele Ferjančić, Zorana, 1970- Maslak, Veselin, 1970- Nikodinović-Runić, Jasmina OSNO - Opšta sistematizacija naučnih oblasti, Ciklična jedinjenja. Derivati benzola OSNO - Opšta sistematizacija naučnih oblasti, Ciklična jedinjenja. Derivati benzola organokataliza, derivati prolina, derivati tiouree, 4-oksalokrotonattautomeraza, Michael-ova reakcija, enantioselektivnost, biokataliza, Escherichia coli 2017 srp https://phaidrabg.bg.ac.rs/o:15788 cobiss:49041935 thesis:5057 organocatalysis, proline derivatives, thiourea derivatives, 4-Oxalocrotonatetautomerase, Michael reaction, enantioselectivity, biocatalysis, Escherichia coli 202 lista 1911251 bytes Hiralni, polisupstituisani derivati pirolidina, dobijeni cikloadicionim reakcijama azometinskih ilida, proučavani su kao organokatalizatori u Michael-ovoj reakciji aldehida/ketona i vinil-sulfona. Pod optimalnim reakcionim uslovima, u kojima se koristilo 10 mol % katalizatora u vlažnom metilen-hloridu prinosi reakcija su generalno bili dobri dok je enantioselektivnost varirala dostižući 52 %. Razvijen je efikasan biokatalizator za asimetričnu Michael-ovu adiciju acetaldehida na β- nitrostiren na bazi celih ćelija koja eksprimira 4-oksalokrotonat tautomerazu (4-OT). Utvrđen je optimalan odnos supstrata i biokatalizatora. Kada je kao supstrat korišćen β-nitrostiren dobijena je odlična enantioselektivnost (e.e. >99%) uz prinos reakcije do 60%. Biokatalizator je manje efikasan sa p-hlor-, o-hlor- i p-fluor-β-nitrostirenom gde su dobijeni prinosi od 38%, 51%, 31% i e.e. 84%, 88%, 94%... Chiral, polysubstituted pirrolydines derivatives, obtained via cycloaddition reactions of azomethine ylides, were studied as organocatalysts in the Michael reaction of aldehydes/ketones and vinylsulphones. Under optimised reaction conditions employing 10 mol % of the catalyst in wet CH2Cl2, the yields of the products were generally good while the enantioselectivity varied, reaching up to 52 %. A novel whole cell system based on recombinantly expressed 4-oxalocrotonate tautomerase (4-OT) was developed and shown to be an effective biocatalyst for the asymmetric Michael addition of acetaldehyde to β-nitrostyrenes. Optimal ratio of substrates and biocatalyst was determined. Excellent enantioselectivity (>99% ee) and product yields of up to 60% were obtained with β-nitrostyrene substrate. The biocatalyst exhibited lower reaction rates with pchloro-, o-chloro- and p-fluoro-β-nitrostyrenes with product yields of 38%, 51%, 31% and ee values of 84%, 88% and 94% respectively... Hemija - Organska hemija / Chemistry - Organic chemistry Datum odbrane: 07.04.2017. Jovanović, Predrag M., 1985- Pirolidinski derivati u organokatalitičkim transformacijama : doktorska disertacija