Double spirocyclization of arylidene-∆$^2$-pyrrolin-4-ones with 3-isothiocyanato oxindolesRičko, Sebastijan (Avtor) Testen, Žan (Avtor) Ciber, Luka (Avtor) Požgan, Franc (Avtor) Štefane, Bogdan (Avtor) Brodnik, Helena (Avtor) Svete, Jurij (Avtor) Grošelj, Uroš (Avtor) organocatalysispyrrolonesspiroheterocyclization3-isothiocyanato oxindolescascade reactionspiro compoundsArylidene-∆$^2$-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.20202022-01-27 15:36:28Članek v reviji134725UDK: 547.74ISSN pri članku: 2073-4344DOI: 10.3390/catal10101211COBISS_ID: 33665795sl