Mar 22, 2019   9:30 a.m. Beňadik
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Asymmetric and Stereoselective Reactions. Dipolar Cycloadditions, Sm(II)-Induced Additions, Cyclizations and Oxycarbonylations in the Total Syntheses of Natural Products and Its Analogues.

Supervisor: prof. Ing. Ľubor Fišera, DrSc.


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Project description:The Sm(II) induced diastereoselective reductive coupling of sugar derived nitrones with ethyl acrylate. Synthesis of a variety of functionalized gamma-amino acids as constituents of small peptides. The stereoselective synthesis of optically active polysubstituted pyrrolidin-2-ones and piperidine-2-ones, pyrrolizidine, pyrrolidine, indolizidine and piperidine alkaloids. The synthesis of isoxazolidinyl nucleosides, spironucleosides and azanucleosides. The study of the effect of Lewis acids to influence diastereoselectivity of nitrone cycloaddition reactions. Asymmetric palladium(II)-catalyzed oxy-/aminocarbonylation and oxa-/aminobicyclization of unsaturated polyols and aminopolyols. Catalyst design using the calculation of the model for transition state. Correlation of enantioselectivity with calculated models of the transition states for prediction of the reaction stereoselectivity and stereochemistry of the products. The application of these reactions as the asymmetric key-steps in the total syntheses of natural compounds.
Kind of project:VEGA ()
Department:Department of Organic Chemistry (IOCP FCFT)
Project identification:1/3549/06
Project status:Successfully completed
Project start date :01. 01. 2006
Project close date:31. 12. 2008
Number of workers in the project:1
Number of official workers in the project:0