Mittwoch, 20. Januar 2016, 16:15 - 17:30 iCal

"Asymmetric catalysis using ferrocene catalysts and organocatalysts"

Prof. Dr. Radovan Sebesta / Comenius University in Bratislava, Faculty of Natural Sciences, Department of Organic Chemistry



Hörsaal 3 der Fakultät für Chemie
Währinger Straße 38, 1090 Wien


The lecture will give and an overview of our recent research. The presentation with be organized into three sub-topics: 1) stereoselective domino reactions with organometallic reagents; 2) organocatalytic synthesis of pharmaceutically relevant compounds; 3) stereoselective synthesis of chiral ferrocene derivatives. In the first part, our stereoselective domino reactions, based on Cu-catalyzed 1,4-additions of organometallic reagents will be presented. Recently, we have described utilization of activated alkenes in the Cu-catalyzed additions of Grignard reagents to unsaturated lactones. Furthermore, we have demonstrated compatibility of naked carbenium ions with reactive organometallic species.[1] The second theme will deal with organocatalytic syntheses of some biologically interesting compounds. Recent progress in the synthesis of antiviral drug oseltamivir, synthesis of ?,?-diamino acids, improvements in syntheses of pregabalin, and baclofen will be presented.[2] In the third topic, I shall present interesting findings, which we have observed during investigations of ferrocene ligands syntheses. Reasons governing stereoselectivity in the synthesis of ligand Taniaphos were elucidated. An interesting example of diastereoselective ortho-lithiation followed by retro-Brook rearrangement will also be given.[3]

References: [1] Bil?ík et al. J. Org. Chem. 2012, 77, 760; Csizmadiová et al. J. Organomet. Chem. 2013, 737, 47; Sorádová et al. Tetrahedron: Asymmetry 2015, 26, 271; Drusan et al. Adv. Synth. Catal. 2015, 357, 1493; [2] Rehák et al. Synthesis 2012, 44, 2424; Hajzer et al., Monats. Chem. 2015, 146, 1541; Baran et al. Org. Biomol. Chem. 2013, 11, 7705; Tisovský et al. Org. Biomol. Chem. 2014, 12, 9446; Žabka et al. RSC Adv. 2015, 5, 12890; [3] Almássy et al. Eur. J. Org. Chem. 2013, 111; Bariak et al. Chem. Eur. J. 2015, 21, 13445.


Fakultät für Chemie


Brigitte Schwarz
Fakultät für Chemie der Universität Wien