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New strategies for stereoselective and asymmetric syntheses of biologically active natural compounds.

Supervisor: prof. Ing. Tibor Gracza, DrSc.

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Project description:Development of new stereoselective and asymmetric strategies for funcionalization of C=C double bond of alkenes with introduction of O- and/or N-functions. Asymmetric Pd(II)-catalyzed oxy-/aminocarbonylations of unsaturated polyols and amino polyols. Computational modelling of transition state using quantum-mechanical methods, catalyst design and synthesis of chiral Pd(II)-complexes. Their application in the syntheses of natural compounds and biologically interesting compounds. 1,3-Dipolar cycloadditions of nitrones and the Sm(II) induced diastereoselective reductive coupling of chiral nitrones and nucleophilic additions to chiral a,b-unsaturated carbonyl derivatives. Synthesis of gamma-amino acids, sugar mimics (azasugars), enantiomerically pure g-amino alcohols, isoxazolidinyl nucleosides, azanucleosides, chiral beta-amino-, alpha-amino-beta-hydroxy-, beta-alkyl- and beta-heteroaryl substituted esters. The effect of Lewis acids to influence/reverse the regio/diastereoselectivity of 1,3-dipolar cycloadditions.
Kind of project:APVV ()
Department:Department of Organic Chemistry (IOCP FCFT)
Project identification:APVV-20-000305
Project status:Successfully completed
Project start date :01. 05. 2006
Project close date:30. 09. 2009
Number of workers in the project:1
Number of official workers in the project:0