Language: | Slovenian |
---|---|
Year of publishing: | 2021 |
Typology: | 2.09 - Master's Thesis |
Organization: | UL FKKT - Faculty of Chemistry and Chemical Technology |
Publisher: | [M. Hozjan] |
UDC: | 547:544.47(043.2) |
COBISS: | 79683843 |
Views: | 422 |
Downloads: | 80 |
Average score: | 0 (0 votes) |
Metadata: |
Secondary language: | English |
---|---|
Secondary title: | Use of tetramic acids as starting substrates in organocatalyzed conversions |
Secondary abstract: | I carried out organocatalysed asymmetric Michael addition involving N-Boc derived tetramic acid and different trans-β-nitrostyrene derivatives. The products of addition were alkylated with different alkylating agents, but mostly with benzyl bromide. Reactions were enantioselective (% ee from 81 to 94). I also successfully asimmetrically added from N-Boc-glycylglycylglycine prepared tetramic acid to trans-β-nitrostyrene. After alkylating the product with benzyl bromide, the enantioselectivity was determined to be 59 %. For selected products, I removed the Boc protecting group and tried crystallising them in order to obtain monocrystals. With the help of electrophilic fluorination I introduced fluorine into a derivate of tetramic acid. I synthesized an amide from the carboxylic acid derivate of tetramic acid using in situ activation and addition of an amino acid. I also tried to asymmetrically add tetramic acid to benzylidene-malononitrile catalyzed by organocatalyst, but I only managed to prepare a racemic product. |
Secondary keywords: | organocatalysis;bifunctional catalysis;tetramic acid;trans-ß-nitrostyrene; |
Type (COBISS): | Master's thesis/paper |
Study programme: | 1000375 |
Embargo end date (OpenAIRE): | 1970-01-01 |
Thesis comment: | Univ. v Ljubljani, Fak. za kemijo in kemijsko tehnologijo, smer Kemija |
Pages: | 78 str. |
ID: | 13324779 |