20.500.12556/RUL-147228 Hydrogen-bonding ability of Noyori–Ikariya catalysts enables stereoselective access to CF$_3$-substituted syn-1,2-diols via dynamic kinetic resolution Stereopure CF$_3$-substituted syn-1,2-diols were prepared via the reductive dynamic kinetic resolution of the corresponding racemic α-hydroxyketones in HCO$_2$H/Et$_3$N. (Het)aryl, benzyl, vinyl, and alkyl ketones are tolerated, delivering products with ≥95% ee and ≥87:13 syn/anti. This methodology offers rapid access to stereopure bioactive molecules. Furthermore, DFT calculations for three types of Noyori–Ikariya ruthenium catalysts were performed to show their general ability of directing stereoselectivity via the hydrogen bond acceptor SO$_2$ region and CH/π interactions. asymmetric catalysis DFT drug design fluorine hydrogenation kinetic resolution ruthenium catalysts ketones noncovalent interactions redox reactions stereoselectivity asimetrična kataliza oblikovanje zdravil fluor hidrogenacija kinetična ločljivost rutenij kemijska kinetika true false true Angleški jezik Slovenski jezik Članek v reviji 2023-06-27 11:34:55 2023-06-27 11:34:59 2023-07-27 15:29:15 0000-00-00 00:00:00 2023 0 0 Str. 6242-6248 iss. 9 Vol. 13 2023 0000-00-00 Zaloznikova Objavljeno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 544.4 2155-5435 10.1021/acscatal.3c00980 150693379 acscatal.3c00980.pdf acscatal.3c00980.pdf 1 0234C53EDBA2AE9DF1DD65D63E301598 e26574c787d097a62d12ef1e5f3a397fe900012ab620d0489618a71d9c5fbb6a d4786f4e-14cd-11ee-a314-00155dcfd717 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=170725 https://pubs.acs.org/doi/10.1021/acscatal.3c00980 1 7e4f3b68-14cd-11ee-a314-00155dcfd717 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=170723 Fakulteta za farmacijo 0 0 0