20.500.12556/RUL-134725 Double spirocyclization of arylidene-∆$^2$-pyrrolin-4-ones with 3-isothiocyanato oxindoles Arylidene-∆$^2$-pyrrolin-4-ones undergo organocatalyzed double spirocyclization with 3-isothiocianato oxindoles in a domino 1,4/1,2-addition sequence. The products contain three contiguous stereocenters (ee up to 98%, dr up to 99:1, 12 examples). The absolute configuration of the major diastereomer was determined by single crystal X-ray analysis. Along with heterocyclic Michael acceptors based on oxazolone, isoxazolone, thiazolidinone, pyrazolone, and pyrimidinedione, the reported results display the applicability of unsaturated ∆$^2$-pyrrolin-4-ones (pyrrolones) for the organocatalyzed construction of 3D-rich pyrrolone-containing heterocycles. organocatalysis pyrrolones spiroheterocyclization 3-isothiocyanato oxindoles cascade reaction spiro compounds organokatalizatorji piroloni spiroheterociklizacija 3-izotiocianato oksindoli kaskadne reakcije spiro spojine true false true Angleški jezik Slovenski jezik Članek v reviji 2022-01-27 15:36:28 2022-01-27 15:36:28 2022-09-14 04:09:34 0000-00-00 00:00:00 2020 0 0 13 str. iss. 10, art. 1211 Vol. 10 Oct. 2020 0000-00-00 Zaloznikova Objavljeno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 547.74 2073-4344 10.3390/catal10101211 33665795 RAZ_Ricko_Sebastijan_2020.pdf RAZ_Ricko_Sebastijan_2020.pdf 1 47D7A6897189844AD57FA4B027ED438F f2c07f5a7c73f73b71f015700def7430db5ac5387ce833495491f0ddcafae8ba b9428390-7f7e-11ec-abdb-00155dcfd717 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=153331 https://www.mdpi.com/2073-4344/10/10/1211 0 4e8e8723-7f7e-11ec-abdb-00155dcfd717 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=153330 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0