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doctoral thesis
Endiinski spojevi u višekomponentnim reakcijama
Zagreb: University of Zagreb, Faculty of Science, 2020. urn:nbn:hr:217:286622
Glavaš, Mladena
University of Zagreb
Faculty of Science
Department of Chemistry

Institutional repository: Repository of the Faculty of Science

Cite this document

Glavaš, M. (2020). Endiinski spojevi u višekomponentnim reakcijama (Doctoral thesis). Zagreb: University of Zagreb, Faculty of Science. Retrieved from https://urn.nsk.hr/urn:nbn:hr:217:286622

Glavaš, Mladena. "Endiinski spojevi u višekomponentnim reakcijama." Doctoral thesis, University of Zagreb, Faculty of Science, 2020. https://urn.nsk.hr/urn:nbn:hr:217:286622

Glavaš, Mladena. "Endiinski spojevi u višekomponentnim reakcijama." Doctoral thesis, University of Zagreb, Faculty of Science, 2020. https://urn.nsk.hr/urn:nbn:hr:217:286622

Glavaš, M. (2020). 'Endiinski spojevi u višekomponentnim reakcijama', Doctoral thesis, University of Zagreb, Faculty of Science, accessed 22 July 2024, https://urn.nsk.hr/urn:nbn:hr:217:286622

Glavaš M. Endiinski spojevi u višekomponentnim reakcijama [Doctoral thesis]. Zagreb: University of Zagreb, Faculty of Science; 2020 [cited 2024 July 22] Available at: https://urn.nsk.hr/urn:nbn:hr:217:286622

M. Glavaš, "Endiinski spojevi u višekomponentnim reakcijama", Doctoral thesis, University of Zagreb, Faculty of Science, Zagreb, 2020. Available at: https://urn.nsk.hr/urn:nbn:hr:217:286622

Metadata
TitleEndiinski spojevi u višekomponentnim reakcijama
Title (english)Enediyne compounds in multicomponent reactions
AuthorMladena Glavaš
MentorIvanka Jerić (mentor)
Committee memberInes Primožič (predsjednik povjerenstva)
Committee memberIvica Đilović (član povjerenstva)
Committee memberNikola Basarić (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Science
(Department of Chemistry)
Zagreb
Defense date and country2020-01-29, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Universal decimal classification
(UDC)		54 - Chemistry. Crystallography. Mineralogy
Abstract
Trokomponentna Passerinijeva i četverokomponentna Ugijeva reakcija pripadaju skupini višekomponentnih reakcija koje uključuju izocijanidnu komponentu. Do sada u literaturi nije opisana primjena ovih reakcija u sintezi spojeva s endiinskim motivom. Stoga je cilj istraživanja provedenih u okviru ove doktorske disertacije bio primjena Passerinijeve i Ugijeve reakcije u sintezi endiinskih peptidomimetika. Pripravljena su četiri aldehida s različitom duljinom alkilne razmaknice u iskorištenju 78 - 96 %. Dobiveni aldehidi korišteni su u Passerinijevoj i Ugijevoj reakciji te je sintetiziran dvadeset jedan Passerinijev produkt u iskorištenju 29 - 92 % i trideset dva Ugijeva produkta u iskorištenju 13 - 93 %. Dokazana je mogućnost postmodifikacija Passerinijevih i Ugijevih produkata. Pripravljen je jedan postmodificirani Passerinijev produkt u 50%-tnom iskorištenju te dvadeset pet Sonogashirinih produkata u iskorištenju 34 - 99 %. Ciklizacijom Sonogashirinih produkata dobiveno je šesnaest makrocikličkih spojeva s endiinskim motivom i esterskom vezom u iskorištenju 9 - 68 %.
Abstract (english)
Isocyanide-based multicomponent reactions (IMCRs) include a three-component Passerini and a four-component Ugi reaction. To the best of our knowledge, multicomponent reactions haven't been utilized in the synthesis of compounds with enediyne motif. Therefore, the aim of studies carried out within the frame of this doctoral thesis was utilizing Passerini and Ugi reaction in the synthesis of enediyne peptiodmimetics. Four aldehydes with different alkyl chains were prepared in 78 - 96 % yield. The aldehydes were utilizing in the Passerini and Ugi reaction and twenty one Passerini products in 29 - 92 % yield were prepared along with thirty two Ugi products obtained in 13 - 93 % yield. The possibility of post-condensation modifications was proved. One post-modificated Passerini product in 50 % yield and twenty five Sonogashira products in 34 - 99 % yield were prepared. Cyclisation of Sonogashira products gave sixteen macrocyclic lactones with endiyne motif in 9 - 68 % yield.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:217:286622
Study programmeTitle: Doctoral study in chemistry
Study programme type: university
Study level: postgraduate
Academic / professional title: doktor/doktorica znanosti, područje prirodnih znanosti, polje kemija (doktor/doktorica znanosti, područje prirodnih znanosti, polje kemija)
Type of resourceText
Extent209 str. ; 30 cm
File originBorn digital
Access conditionsOpen access
Terms of useLicence In copyright icon
Created on2020-02-06 14:37:19