20.500.12556/RUL-185480 Synthesis and organocatalytic activity of imidazolidinone organocatalysts series of cis-5-arylmethyl-2-alkyl-3-methylimidazolidin-4-ones, prepared from arylmethyl-substituted α-amino acids, and a series of trans- and cis-2-(fluoromethyl)-2,3-dimethylimidazolidin-4-ones, derived from L-valine and L-leucine, were synthesized and fully characterized. Their catalytic activity was evaluated in the addition of 1-methylindole to cinnamaldehyde. Using the cis-5-arylmethyl-2-alkyl-3-methylimidazolidin-4-one catalysts, enantioselectivities of up to 78% ee (S) were achieved. Notably, with the L-valine-derived cis-imidazolidinone organocatalyst, the highest reversal of stereoselectivity to date (92% ee, (R) at –43 °C) was observed. asymmetric organocatalysis imidazolidinone organocatalysts iminium ion organocataly-sis reversal of stereoselectivity enantioselectivity self-regeneration of stereocenters (SRS) asimetrična organokataliza organokatalizatorji na osnovi imidazolidinona iminijeva organokataliza obrnitev stereoselektivnosti enantioselektivnost samoregeneracija stereogenega centra (SRS) true false true Angleški jezik Slovenski jezik Članek v reviji 2026-08-06 13:49:21 2026-08-06 13:49:23 2026-08-07 04:08:24 0000-00-00 00:00:00 2026 0 0 34 str. iss. 15, art. 2684 Vol. 31 Jul. 2026 0000-00-00 Zaloznikova Objavljeno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 547.78 1420-3049 10.3390/molecules31152684 287150083 RAZ_Petek_Nejc_2026.pdf RAZ_Petek_Nejc_2026.pdf 1 EDEDEAAE9039009671A890ADD2DB8808 225008181009ba27b7051c4d4f074eaf1835c7ee3de95d4b979ed7983fb08793 d232ea29-918c-11f1-9b0d-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=244014 https://www.mdpi.com/1420-3049/31/15/2684 1 86fa37f6-918c-11f1-9b0d-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=244013 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0