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rok 2006 - Fakulta chemickej a potravinárskej technológie ...

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APVV project LPP-0238-06 Asymmetric synthesis based on a template for crystallizationinduced<br />

asymmetric transformation (CIAT) (Lubor Fišera)<br />

Detailed information on application of acylacrylic subunit as a template for crystallization-induced asymmetric<br />

transformation (CIAT). Marking out the boundaiy for effective asymmetric synthesis by this method. Acquisition of<br />

information essential for next shift from acylacrylic template towards crystallization auxiliaries, making accessible<br />

future synthetic options. Simplification of existing synthetic procedures leading to chiral amino and hydroxyamino<br />

acids, respectively. 1.3-DCA of prepared alkenes with subsequent transformation to corresponding aminohydroxy<br />

acids and derivatives. Utilization of prepared chiral hydroxyamino acids in synthesis of selected target compounds<br />

containing piperidine or pyrrolidine skeleton.<br />

Project duration: from 01.12.<strong>2006</strong> to 30.11.2009<br />

APVV project No 20-000305 New strategies for stereoselective and asymmetric syntheses of<br />

biologically active natural compounds (Tibor Gracza)<br />

Development of the new stereoselective and asymmetric strategies for funcionalization of C=C double bond of<br />

alkenes with introduction of O- and/or N-functions. Asymmetric Pd(II)-catalyzed oxy-/aminocarbonylations of<br />

unsaturated polyols and amino polyols. Catalyst design using X-ray and electron density analysis and QM<br />

method. Theoretical calculations of TS-models for prediction of stereochemical outcome (ee%) of the reactions.<br />

Their application in the syntheses of natural compounds and biologically interesting compounds. Stereoselective<br />

synthesis of optically active polysubstituted pyrrolidin-2-ones and piperidin-2-ones from chiral g-aminoacids -<br />

precursors for preparation of polyhydroxylated pyrrolidines, piperidines, pyrrolizidines and indolizines. The<br />

synthesis of non-proteinogenic amino acids derived nitrones, isoxazolidinyl nucleosides, spironucleosides and<br />

azanucleosides. The study of the effect of Lewis acids to influence diastereoselectivity of nitrone cycloaddition<br />

reactions.<br />

Project duration: from 01.03.<strong>2006</strong> to 28.02.2009<br />

VEGA project No 1/2456/05 Stereoselective Syntheses of Chiral 1,4-Dihydropyridines and<br />

Analogs of Indolizine type Alkaloids (Štefan Marchalín)<br />

The principal goal of the project is to investigate posible utilization of 2-formyl- dihydropyridines in the synthesis of<br />

novel chiral nonracemic 2-substituted dihydropyridines, bi- and tricyclic heterocycles respectively, containing a<br />

1,4-dihydropyridine ring. Preparation and characterrization of coordination compounds of both transition and non<br />

transition metals carrying 1,4-dihydropyridine based ligands, examination of their composition, structure, and<br />

investigation of their catalytic activity. The project aims at preparation of carefully designed substituted indolizines<br />

and indolizidines - compounds with possible bioactivity. Practical application of regio-, chemo- and stereoselective<br />

reactions making use of novel features of organic synthesis. Elaboration of novel, simple, and generally<br />

applicable stereocontrolled syntheses of pure analogs of indolizine type alkaloids, utilizing chiral synthons based<br />

on hetero[f]indolizidinediones.<br />

Project duration: from 01. 01. 2005 to 31.12.2007<br />

VEGA project No 1/1379/04 Syntheses directed towards novel heterocyclic compounds such<br />

that show opto-electronic properties, specific bioactivity, and apoptosis (Daniel Végh)<br />

Design of syntheses of novel compounds supported by modern trends gleaned from theoretical studies. Synthesis<br />

of novel heterocyclic compounds from the furan, thiophene, pyrrole, imidazole, pyrazine, pyrone series a<br />

modeling of their biological activity. Study of controlled di- and trimerization of the prepared conjugated<br />

heterocyclic compounds aiming at preparation of molecular and supramolecular functional units and nanostructures.<br />

Modeling of supramolecular structures and potential conjugated antennae systems for molecular<br />

recognition and self-organization by theoretical calculations a combination of building blocks. Utilization of<br />

perfluoroaromatics for molecular recognition. Structure modeling of compounds with cancerostatic effects and<br />

those capable of initiating apoptosis.<br />

Project duration: from 01.01.2004 to 31.12.<strong>2006</strong><br />

VEGA project No 1/2469/05 Study of stereoselective transformations of non proteinogenic<br />

oxoaminocarboxylic acids (Dušan Berkeš)<br />

Synthesis of enantiomerically pure, conformationally restricted derivatives of homophenylalanine and of its<br />

heteroanalogs by crystallization induced asymmetric transformation (CIAT) coupled with the aza-Michael addition<br />

and electrophilic lactonization. Study of simultaneous CIAT taking place at two stereogenic centers. Synthesis<br />

178

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