STEREOSELECTIVE SYNTHESIS OF CHIRAL DIHYDROPYRANO[2,3-C]PYRAZOLES VIA ORGANOCATALYTIC DOMINO REACTION

Date

2023-8

Author

Kurtkaya, Enis

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Description and the understanding of stereochemistry in the 19th century have created a workplace for methods to synthesize optically active compounds. To synthesize these compounds, Michael addition is recognized as one of the most useful methods to form a C-C bond with enantioselective information due to its simple and clean nature, atom-economic, and clickable manner. Wide application range of Michael addition from pharmaceutical drugs to polymers makes it an important tool for synthetic chemists. In this study, we aim to synthesize chiral, enantiomerically enriched dihydropyrano[2,3-c]pyrazole derivatives by domino-type Michael addition reaction using quinine/squaramide based acid-base bifunctional organocatalysts with different acidic units and discover the best-performing catalyst. After choosing the best catalyst, optimization for the reaction conditions will be done, and derivatization studies using starting materials that are commercially available will be performed under these conditions as the final step.

Subject Keywords

Michael addition, Domino reaction, Multicomponent reaction, 1,4-Dihydropyrano[2,3-c]pyrazoles, Asymmetric organocatalysis

URI

https://hdl.handle.net/11511/105179

Collections

Graduate School of Natural and Applied Sciences, Thesis