| Abstract [eng] |
The pyridine ring moiety can be found in many natural products, drugs and agrochemicals. Pyridine derivatives have a wide range of biological activities, including antibacterial, anticancer, antioxidant, anti-inflammatory, antidiabetic, vasodilatory and other properties. The aim of this master's final degree project was to synthesize novel pyridine-3-carboxylates. During the multistage synthesis β-enaminones were obtained from acetylpiperidine- and acetylpyrrolidine-1-carboxylates which were synthesized from commercially available chiral and achiral N-protected piperidine and pyrrolidine carboxylic acid derivatives. Cyclization reactions of β-enaminones with ketoesters in acetic acid formed a pyridine ring to give pyridine-3-carboxylates. The structures of the novel compounds were confirmed by spectral analysis. The determination of enantiomeric purity of chiral compounds was performed by chiral high-performance liquid chromatography. A mixture of R and S enantiomers formed during the synthesis of the target products. |
