Applications from highly motivated students to join our research group for a Bachelor’s, Master’s and Ph.D. thesis are welcome! Please contact Prof. S. B. Tsogoeva: firstname.lastname@example.org
RESEARCH in the TSOGOEVA Group has centered around (i) Asymmetric Organocatalysis, (ii) Multi-Step Domino Reactions & One-Pot Processes, and (iii) Natural Product Hybrids for Medicinal Chemistry.
(i) In the flourishing research area of Asymmetric Organocatalysis, Tsogoeva and co-workers focused early on the design, synthesis, and application of novel chiral bifunctional organocatalysts for different organic transformations. They found and applied the first primary amine-containing unmodified dipeptides and thiourea-amine organocatalysts for highly enantioselective C-C bond formation reactions (e.g., nitro-Michael, Mannich, aldol reactions).
(ii) Recently they extended the spectrum of their research to Domino Reactions and One-pot Processes, which are of prominent importance for the preparation of complex bioactive molecules starting from simple and readily available compounds and are among the most recent, elegant, sustainable, and environmentally attractive synthetic methods. Such synthetic strategy is desirable, concerning environmental aspects and sustainability, and with respect to reduction of costs and potentially hazardous waste.
(iii) Medicinal chemistry involves the identification, synthesis, and development of promising new antiviral, antimalarial and anticancer agents. It also includes the study of novel drug candidates, their biological properties, and their structure-activity relationships. Hybridization of Bioactive Natural Compounds is among the most promising recent approaches in this field. Tsogoeva group’s interest focuses on the development of new lead structures and the design of promising candidates for potent drugs in the field of medicinal chemistry.
A Noble Quest for Simplicity in the Chiral World. S. B. Tsogoeva. The New England Journal of Medicine, 2021, 385, 2579-2581.
Michael Addition of N-unprotected 2-Oxindoles to Nitrostyrene Catalyzed by Bifunctional Tertiary Amines: Crucial role of dispersion interactions. C. Reiter, S. López-Molina, B. Schmid, C. Neiss, A. Görling, S. B. Tsogoeva. ChemCatChem, 2014, 6, 1324-1332.
One-Pot Route to beta-Adrenergic Blockers via Enantioselective Organocatalysed Epoxidation of Terminal Alkenes as a Key Step. F. E. Held, S.-W. Wei, K. Eder, S. B. Tsogoeva. RSC Advances, 2014, 4, 32796-32801.
Asymmetric Synthesis of beta-Adrenergic Blockers via Multi-step One-Pot Transformations involving in situ Chiral Organocatalyst Formation. S.-W. Wei, R. Messerer, S. B. Tsogoeva. Chem. Eur. J., 2011, 17, 14380-14384.
Highly enantioselective addition of ketones to nitroolefins catalyzed by new thiourea-amine bifunctional organocatalysts. S. B. Tsogoeva, S.-W. Wei. Chem. Commun. 2006, 1451-1453.
Domino Reactions and One-Pot Processes
Four-Step Domino Reaction Enables Fully Controlled Non-Statistical Synthesis of Hexaarylbenzene with Six Different Aryl Groups. B. Grau, M. Dill, F. Hampel, A. Kahnt, N. Jux, S. B. Tsogoeva. Angew. Chem. Int. Ed. 2021, 60, 22307-22314 (Hot Paper – Editor’s Choice; Front Cover; Phys.Org.).
Controlling and Fine-Tuning Charge Transfer Emission in 2,6-Dicyanoaniline Multichromophores Prepared through Domino Reactions: Entry to a Potentially New Class of OLEDs. F. Plass, S. Bönisch, F. Held, T. Ullrich, F. Fischer, A. Guryev, A. Görling, A. Kahnt, S. B. Tsogoeva. J. Org. Chem. 2021, 86, 6111-6125 (Cover Picture).
Facile Access to Challenging ortho-Terphenyls via Merging Two Multi-Step Domino Reactions in One-Pot: A Joint Experimental/ Theoretical Study. B. W. Grau, S. Bönisch, A. Neuhauser, F. Hampel, A. Görling, S. B. Tsogoeva, ChemCatChem, 2019, 11, 3982-3992 (Invited Article; Special Issue “Women of Catalysis”).
Facile access to potent antiviral quinazoline heterocycles with fluorescence properties via merging metal-free domino reactions. F. E. Held, A. A. Guryev, T. Fröhlich, F. Hampel, A. Kahnt, C. Hutterer, M. Steingruber, H. Bahsi, C. von Bojničić-Kninski, D. S. Mattes, T. C. Foertsch, A. Nesterov-Mueller, M. Marschall, S. B. Tsogoeva, Nature Communications, 2017, 8: 15071 (press releases: Science Magazine; Research in Germany; Science Newsline; Technology Networks; EurekAlert! Science News; Phys.Org; Health Medicinet; Jura Forum; Bionity.com).
Generation of Complex Azabicycles and Carbobicycles from Two Simple Compounds in a Single Operation via a Metal-Free Six-Step Domino Reaction. C. M. Bock, G. Parameshwarappa, S. Bönisch, C. Neiss, W. Bauer, F. Hampel, A. Görling, S. B. Tsogoeva, Chem. Eur. J., 2016, 22, 5189-5197 (Hot Paper – Editor’s Choice; Cover Picture).
Novel one-pot process for the synthesis of 1,3-thiazoles via organocatalysed epoxidation of nitro-olefins. K. M. Weiß, S.-W. Wei, S. B. Tsogoeva. Org. Biomol. Chem. 2011, 9, 3457-3461.
Hybridization of Bioactive Natural Compounds
(Iso)Quinoline-Artemisinin Hybrids via Click Chemistry: Highly Potent Agents against Viruses. A. Çapcı, M. M. Lorion, C. Mai, F. Hahn, J. Hodek, C. Wangen, J. Weber, M. Marschall, L. Ackermann, S. B. Tsogoeva. Chem. Eur. J. 2020, 26, 12019-12026 (Cover Picture).
Artemisinin‐(Iso)Quinoline Hybrids by C‐H Activation and Click Chemistry: Combating Multidrug‐Resistant Malaria. A. Çapcı, M. M. Lorion, H. Wang, N. Simon, M. Leidenberger, M. C. Borges Silva, D. R. M. Moreira, Y. Zhu, Y. Meng, J. Y. Chen, M. Lee, O. Friedrich, B. Kappes, J. Wang, L. Ackermann, S. B. Tsogoeva, Angew. Chem. Int. Ed., 2019, 58, 13066-13079 (Hot Paper – Editor’s Choice; Cover Picture, Highlighted by Nature, Featured in ACIE Special Issue Science Forum 2019), press release.
Artemisinin-Derived Dimers: Potent Antimalarial and Anticancer Agents. T. Fröhlich, A. Çapci Karagöz, C. Reiter, S. B. Tsogoeva, J. Med. Chem. (Invited Perspective), 2016, 59, 7360-7388.
Highly potent artemisinin derived dimers and trimers: Synthesis and evaluation of their antimalaria, antileukemia and antiviral activities. C. Reiter, T. Fröhlich, L. Gruber, C. Hutterer, M. Marschall, C. Voigtländer, O. Friedrich, B. Kappes, T. Efferth, S. B. Tsogoeva, Bioorg. Med. Chem. 2015, 23, 5452-5458.
New efficient artemisinin derived agents against human leukemia cells, human cytomegalovirus and Plasmodium falciparum: 2nd generation 1,2,4‑trioxane-ferrocene hybrids. C. Reiter, T. Fröhlich, M. Zeino, M. Marschall, H. Bahsi, M. Leidenberger, O. Friedrich, B. Kappes, F. Hampel, T. Efferth, S. B. Tsogoeva. Eur. J. Med. Chem., 2015, 97, 164-172.
Synthesis and study of cytotoxic activity of 1,2,4-trioxane- and egonol-derived hybrid molecules against Plasmodium falciparum and multidrug-resistant human leukemia cells. C. Reiter, A. Çapci Karagöz, T. Fröhlich, V. Klein, M. Zeino, K. Viertel, J. Held, B. Mordmüller, S. Emirdağ Öztürk, H. Anil, T. Efferth, S. B. Tsogoeva. Eur. J. Med. Chem., 2014, 75, 403-412.
Recent Progress in the Development of Synthetic Hybrids of Natural or Unnatural Bioactive Compounds for Medicinal Chemistry. S. B. Tsogoeva. Mini Rev. Med. Chem., (Invited Review), 2010, 10, 773-793.
Photoracemization-based Viedma ripening of a BINOL derivative. G. Belletti, C. Tortora, I. D. Mellema, P. Tinnemans, H. Meekes, F. P. J. T. Rutjes, S. B. Tsogoeva, E. Vlieg, Chem. Eur. J. 2020, 26, 839-844 (Hot Paper – Editor’s Choice; Cover Picture).
Speeding up Viedma Deracemization through Water catalyzed and Reactant Self-catalyzed Racemization. C. Tortora, C. Mai, F. Cascella, M. Mauksch, A. Seidel-Morgenstern, H. Lorenz, S. B. Tsogoeva. ChemPhysChem, 2020, 21, 1775-1787 (Cover Picture).
Generation of Highly Enantioenriched Crystalline Products in Reversible Asymmetric Reactions with Racemic or Achiral Catalysts. S. B. Tsogoeva, S.-W. Wei, M. Freund, M. Mauksch. Angew. Chem. Int. Ed. 2009, 48, 590-594; Angew. Chem. 2009, 121, 598-602 (see also: Chemical & Engineering News, March 23, 2009/ V. 87, PP. 38-41).
Autocatalytic Enantiomerization at the Crystal Surface in Derazemisation of Scalemic Conglomerates. S.-W. Wei, M. Mauksch, S. B. Tsogoeva. Chem. Eur. J. 2009, 15, 10255-10262.
For more information, see: CORE (Continuous Resolution and Deracemization of Chiral Compounds by Crystallization), Pharmaindustrie-online.DE CHEMIE.DE Medizin-Aspekte.DE Bochumer Zeitung BIONITY.COM ORTHO-ONLINE.DE Q-MORE.COM FAU.DE