diplomsko delo
Ana Golob (Author), Uroš Grošelj (Mentor)

Abstract

Iz Cbz-zaščitenega glicina in Meldrumove kisline sem sintetizirala tetramsko kislino, ki sem jo nato uporabila kot izhodno spojino za pripravo njenih derivatov. Z reakcijo Michaelove adicije sem nanjo adirala trans-β-nitrostiren, pri tem pa sem uporabila dva različna organokatalizatorja, in sicer kiralnega in akiralnega. Produkta Michaelove adicije sem nato alkilirala z benzil bromidom in dobila končna produkta. Eden od njiju je nastal v obliki racemne zmesi, drugi pa je bil enantiomerno obogaten. Enantiomerni presežek slednjega sem določila s pomočjo metode HPLC.

Keywords

oksipiroli;tetramska kislina;Michaelova adicija;alkiliranje;organokataliza;organokatalizatorji;diplomska dela;

Data

Language: Slovenian
Year of publishing:
Typology: 2.11 - Undergraduate Thesis
Organization: UL FKKT - Faculty of Chemistry and Chemical Technology
Publisher: [A. Golob]
UDC: 547.74(043.2)
COBISS: 70466819 Link will open in a new window
Views: 480
Downloads: 106
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Other data

Secondary language: English
Secondary title: Synthesis of tetramic acid from Cbz-Gly-OH and use in organo catalyzed 1,4-aditions
Secondary abstract: Tetramic acid was synthesized from Cbz-protected glycine and Meldrum's acid. It was then used as a starting compound for the preparation of tetramic acid derivatives, starting with Michael addition of trans-β-nitrostyrene. Two different organocatalysts were used in this step: a chiral and an achiral one. The products of Michael addition were then alkylated with benzyl bromide and the final products were obtained. One of them was formed as a racemic mixture and the other one was enantiomerically enriched. The enantiomeric excess of the latter one was determined with the help of HPLC.
Secondary keywords: tetramic acid;Michael addition;alkylation;organocatalysts;
Type (COBISS): Bachelor thesis/paper
Study programme: 1000373
Embargo end date (OpenAIRE): 1970-01-01
Thesis comment: Univ. v Ljubljani, Fak. za kemijo in kemijsko tehnologijo, UNI Kemija
Pages: 28 str.
ID: 13081095