Dr. Matija Gredičak
Bijenicka cesta 54
10 000 Zagreb
Croatia
Education
Projects
▪ 2019-2021
"Asymmetric organocatalytic strategies for the synthesis of privileged chiral benzothiazole cores", Programme "Cogito" Hubert Curien, with prof. Géraldine Masson, Institut de Chimie des Substances Naturelles
▪ 2018-2022
"New Strategies for the Synthesis of Quaternary Chiral Centers: Asymmetric Counteranion-Directed Catalysis", Croatian Science Foundation
▪ 2018-2020
"New strategies for the asymmetric construction of quaternary stereogenic centers found in natural products" – Chinese-Croatian bilateral project, with prof. Shu-Li You, Shanghai Institute of Organic Chemistry
▪ 2015-2016
"Sustainable methodologies for drug synthesis: Inspirations from Nature", Abbvie
▪ 2015-2017
"Sustainable methodologies enabling asymmetric synthesis of priviledged cores of natural products" – Chinese-Croatian bilateral project, with prof. Shu-Li You, Shanghai Institute of Organic Chemistry
Awards and Achievements
- 2017 Thieme Journals Award
- 2015 Vladimir Prelog Prize
Classes
- postgraduate course "Organocatalytic Asymmetric Transformations", University of Rijeka
Publications
Journal articles
Scientific and review papers
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Beriša, A. & Gredičak, M. (2023) Chiral phosphoric acid-catalyzed Friedel–Crafts reaction of 2,5-disubstituted and 2-monosubstituted pyrroles with isoindolinone-derived ketimines. Organic & ; Biomolecular Chemistry, 21 (16), 3381-3387 doi:10.1039/d3ob00326d.
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Glavač, D. & Gredičak, M. (2022) Construction of chiral Betti base precursors containing a congested quaternary stereogenic center via chiral phosphoric acid-catalyzed arylation of isoindolinone-derived ketimines. New journal of chemistry, 46 (18), 8760-8764 doi:10.1039/d2nj00493c.
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Glavaš, M., Gredičak, M., Štefanić, Z. & Jerić, I. (2022) Synthesis of 14-membered enediyne-embedded macrocycles. Organic & biomolecular chemistry, 20 (18), 3823-3834 doi:10.1039/d2ob00090c.
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Topolovčan, N., Degač, M., Čikoš, A. & Gredičak, M. (2022) Chemoselective and Regioselective Synthesis of Spiroisoindolinone Indenes via an Intercepted Meyer-Schuster Rearrangement/Intramolecular Friedel-Crafts Alkylation Relay. Journal of organic chemistry, 87, 3712-3717 doi:10.1021/acs.joc.1c02647.
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Beriša, A., Glavač, D., Zheng, C., You, S. & Gredičak, M. (2022) Enantioselective construction of a congested quaternary stereogenic center in isoindolinones bearing three aryl groups via an organocatalytic formal Betti reaction. Organic Chemistry Frontiers, 9, 428-435 doi:10.1039/d1qo01684a.
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Matišić, M. & Gredičak, M. (2021) Enantioselective construction of a tetrasubstituted stereocenter in isoindolinones via an organocatalyzed reaction between ketones and 3-hydroxyisoindolinones. Chemical communications, 57, 13546-13549 doi:10.1039/d1cc05761h.
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Topolovčan, N., Duplić, F. & Gredičak, M. (2021) Influence of N-Substitution in 3-Alkyl-3-hydroxyisoindolin-1-ones on the Stereoselectivity of Brønsted Acid-Catalyzed Synthesis of 3-Methyleneisoindolin-1-ones. European journal of organic chemistry, 2021 (28), 3920-3924 doi:10.1002/ejoc.202100400.
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Topolovčan, N. & Gredičak, M. (2021) Synthesis and stereoselective catalytic transformations of 3-hydroxyisoindolinones. Organic & biomolecular chemistry, 19, 4637-4651 doi:10.1039/d1ob00164g.
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Glavač, D., Topolovčan, N. & Gredičak, M. (2020) Organocatalytic Synthesis of α-Triphenylmethylamines from Diarylketimines and Phenols. Journal of organic chemistry, 85 (21), 14253-14261 doi:10.1021/acs.joc.0c02225.
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Stepić, R., Jurković, L., Klementyeva, K., Ukrainczyk, M., Gredičak, M., Smith, D., Kralj, D. & Smith, A. (2020) Adsorption of Aspartate Derivatives to Calcite Surfaces in Aqueous Environment. Crystal growth & design, 20 (5), 2853-2859 doi:10.1021/acs.cgd.0c00061.
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Glavač, D., Jerić, I. & Gredičak, M. (2019) Organocatalytic Synthesis of α,α–Diaryl Substituted α–Amino Acid Derivatives by an Interrupted Three-Component Ugi Reaction. Croatica chemica acta, 92 (2), 203-209 doi:10.5562/cca3536.
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Glavaš, M., Gredičak, M. & Jerić, I. (2018) Enediyne-comprising amino aldehydes in the Passerini reaction. ACS Combinatorial Science, 20 (3), 151-155 doi:10.1021/acscombsci.7b00167.
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Orehovec, I., Glavač, D., Dokli, I., Gredičak, M. & Piantanida, I. (2017) Impact of the Supramolecular Organisation of Pyrene – Quinoline Conjugates on their Interaction with ds – DNA. Croatica chemica acta, 90 (4), 603-611 doi:10.5562/cca3269.
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Glavač, D., Zheng, C., Dokli, I., You, S. & Gredičak, M. (2017) Chiral Brønsted Acid Catalyzed Enantioselective aza-Friedel–Crafts Reaction of Cyclic α-Diaryl N-Acyl Imines with Indoles. Journal of organic chemistry, 82 (16), 8752-8760 doi:10.1021/acs.joc.7b01420.
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Glavač, D., Dokli, I. & Gredičak, M. (2017) Synthesis of 3–aryl 3–hydroxyisoindolinones by the Addition of Grignard and Organolithium Reagents to Phthalimides. Current organic chemistry, 21 (14), 1335-1340 doi:10.2174/1385272821666170222100150.
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Glavač, D. & Gredičak, M. (2017) Organocatalytic Asymmetric Transformations of 3- Substituted 3-Hydroxyisoindolinones. Synlett, 28 (8), 889-897 doi:10.1055/s-0036-1588759.
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Puškarić, A., Halasz, I., Gredičak, M., Palčić, A. & Bronić, J. (2016) Synthesis and structure characterization of zinc and cadmium dipeptide coordination polymers. New journal of chemistry, 40, 4252-4257 doi:10.1039/c5nj03001c.
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Suć, J., Dokli, I. & Gredičak, M. (2016) Chiral Brønsted Acid-Catalysed Enantioselective Synthesis of Isoindolinone-Derived N(acyl), S- Acetals. Chemical communications, 52, 2071-2074 doi:10.1039/C5CC08813E.
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Dokli, I. & Gredičak, M. (2015) Mechanochemical Ritter reaction : a rapid approach to functionalized amides at room temperature. European journal of organic chemistry, 2015 (12), 2727-2732 doi:10.1002/ejoc.201500051.
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Wolstenhulme, J., Cavell, A., Gredičak, M., Driver, R. & Smith, M. (2014) A cation-directed two-component cascade approach to enantioenriched pyrroloindolines. Chemical communications, 50 (88), 13585-13588 doi:10.1039/C4CC06683A.
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Ukrainczyk, M., Gredičak, M., Jerić, I. & Kralj, D. (2014) Interactions of Scalenohedral Calcite Crystals with Acidic Amino Acid Derivatives of Salicylic Acid. Crystal growth & design, 14 (9), 4334-4346 doi:10.1021/cg500396x.
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Kokan, Z., Glasovac, Z., Majerić Elenkov, M., Gredičak, M., Jerić, I. & Kirin, S. (2014) "Backdoor induction" of chirality: asymmetric hydrogenation with rhodium(I) complexes of triphenylphosphane-substituted beta-turn mimetics. Organometallics, 33 (15), 4005-4015 doi:10.1021/om5005385.
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Knipe, P., Gredičak, M., Cernijenko, A., Paton, R. & Smith, M. (2014) Phase-Transfer-Catalysed Synthesis of Pyrroloindolines and Pyridoindolines by a Hydrogen-Bond-Assisted Isocyanide Cyclization Cascade. Chemistry : a European journal, 20 (11), 3005-3009 doi:10.1002/chem.201400192.
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Gredičak, M., Bregović, N., Carić, D. & Jerić, I. (2012) Amino acid-based tweezers: the role of turn-like conformation in the binding of copper(II). Journal of inorganic biochemistry, 116, 45-52 doi:10.1016/j.jinorgbio.2012.07.014.
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Gredičak, M., Abramić, M. & Jerić, I. (2012) Cyclic Enediyne-Amino Acid Chimeras as New Aminopeptidase N Inhibitors. Amino acids (Wien), 43 (5), 2087-2100 doi:10.1007/s00726-012-1292-0.
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Ukrainczyk, M., Gredičak, M., Jerić, I. & Kralj, D. (2012) Interactions of salicylic acid derivatives with calcite crystals. JOURNAL OF COLLOID AND INTERFACE SCIENCE, 365 (1), 296-307 doi:10.1016/j.jcis.2011.09.009.
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Radman, A., Gredičak, M., Kopriva, I. & Jerić, I. (2011) Predicting antitumor activity of peptides by consensus of regression models trained on a small data sample. International journal of molecular sciences, 12 (12), 8415-8430 doi:10.3390/ijms12128415.
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Gredičak, M., Matanović, I., Zimmermann, B. & Jerić, I. (2010) Bergman cyclization of acyclic amino acid-derived enediynes leads to the formation of 2, 3-dihydro-benzo[f]isoindoles. Journal of organic chemistry, 75, 6219-6228 doi:101021/jo101302n.
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Gredičak, M., Supek, F., Kralj, Marijeta, Majer, Zsuzsa, Hollosi, M., Šmuc, T., Mlinarić-Majerski, K. & Horvat, Š. (2010) Computational structure-activity study directs synthesis of novel antitumor enkephalin analogs. Amino acids (Wien), 38 (4), 1185-1191 doi:10.1007/s00726-009-0329-5.
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Gredičak, M. & Jerić, I. (2009) The Sonogashira Cross-Coupling Reaction of Alkenyl Chlorides with Aliphatic Acetylenes. Synlett, 2009 (7), 1063-1066 doi:10.1055/s-0028-1088208.
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Horvat, Š., Kralj, M., Perc, M., Jerić, I., Varga-Defterdarović, L., Jakas, A., Roščić, M., Šuman, L. & Gredičak, M. (2009) Novel side-chain glucosylated and adamantylated [Asp2/Glu2]enkephalin analogues: synthesis and in vitro growth inhibition of human tumor cells. Chemical biology & drug design, 73 (2), 253-257 doi:10.1111/j.1747-0285.2008.00763.x.
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Gredičak, M., Kolonić, A. & Jerić, I. (2008) Novel chloroenyne-modified amino acid derivatives. Amino Acids, 35 (1), 185-194 doi:10.1007/s00726-007-0572-6.
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Gredičak, M. & Jerić, I. (2007) Enediyne compounds - new promises in anticancer therapy. Acta Pharmaceutica, 57 (2), 133-150 doi:10.2478/v10007-007-0011-y.
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