Stereocontrolled synthesis of new tetrahydrofuro[2,3-d]thiazole derivatives via activated vinylogous iminium ions
Apstrakt
Heterocyclization of (Z)-5-(2-hydroxyethyl)-3-methyl-4-oxothiazolidines, bearing electron-withdrawing groups conjugated to an exocyclic double bond at C(2)-position, afforded under reductive conditions, cis-tetrahydroftiro[2,3-d]thiazole derivatives. The reactions of these functionalized push-pull beta-enamines occur in a stereocontrolled fashion via activated vinylogous N-methyliminium ions, which are trapped by an internal hydroxyethyl group.
Izvor:
Heterocycles, 2005, 65, 11, 2635-2647Izdavač:
- Pergamon-Elsevier Science Ltd, Oxford
DOI: 10.3987/COM-05-10494
ISSN: 0385-5414
WoS: 000233325300006
Scopus: 2-s2.0-33646867657
Kolekcije
Institucija/grupa
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Marković, R. AU - Baranac-Stojanović, Marija AU - Steel, P AU - Kleinpeter, E AU - Stojanović, Milovan PY - 2005 UR - https://cherry.chem.bg.ac.rs/handle/123456789/739 AB - Heterocyclization of (Z)-5-(2-hydroxyethyl)-3-methyl-4-oxothiazolidines, bearing electron-withdrawing groups conjugated to an exocyclic double bond at C(2)-position, afforded under reductive conditions, cis-tetrahydroftiro[2,3-d]thiazole derivatives. The reactions of these functionalized push-pull beta-enamines occur in a stereocontrolled fashion via activated vinylogous N-methyliminium ions, which are trapped by an internal hydroxyethyl group. PB - Pergamon-Elsevier Science Ltd, Oxford T2 - Heterocycles T1 - Stereocontrolled synthesis of new tetrahydrofuro[2,3-d]thiazole derivatives via activated vinylogous iminium ions VL - 65 IS - 11 SP - 2635 EP - 2647 DO - 10.3987/COM-05-10494 ER -
@article{ author = "Marković, R. and Baranac-Stojanović, Marija and Steel, P and Kleinpeter, E and Stojanović, Milovan", year = "2005", abstract = "Heterocyclization of (Z)-5-(2-hydroxyethyl)-3-methyl-4-oxothiazolidines, bearing electron-withdrawing groups conjugated to an exocyclic double bond at C(2)-position, afforded under reductive conditions, cis-tetrahydroftiro[2,3-d]thiazole derivatives. The reactions of these functionalized push-pull beta-enamines occur in a stereocontrolled fashion via activated vinylogous N-methyliminium ions, which are trapped by an internal hydroxyethyl group.", publisher = "Pergamon-Elsevier Science Ltd, Oxford", journal = "Heterocycles", title = "Stereocontrolled synthesis of new tetrahydrofuro[2,3-d]thiazole derivatives via activated vinylogous iminium ions", volume = "65", number = "11", pages = "2635-2647", doi = "10.3987/COM-05-10494" }
Marković, R., Baranac-Stojanović, M., Steel, P., Kleinpeter, E.,& Stojanović, M.. (2005). Stereocontrolled synthesis of new tetrahydrofuro[2,3-d]thiazole derivatives via activated vinylogous iminium ions. in Heterocycles Pergamon-Elsevier Science Ltd, Oxford., 65(11), 2635-2647. https://doi.org/10.3987/COM-05-10494
Marković R, Baranac-Stojanović M, Steel P, Kleinpeter E, Stojanović M. Stereocontrolled synthesis of new tetrahydrofuro[2,3-d]thiazole derivatives via activated vinylogous iminium ions. in Heterocycles. 2005;65(11):2635-2647. doi:10.3987/COM-05-10494 .
Marković, R., Baranac-Stojanović, Marija, Steel, P, Kleinpeter, E, Stojanović, Milovan, "Stereocontrolled synthesis of new tetrahydrofuro[2,3-d]thiazole derivatives via activated vinylogous iminium ions" in Heterocycles, 65, no. 11 (2005):2635-2647, https://doi.org/10.3987/COM-05-10494 . .