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
Izvorni znanstveni rad
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Beriša, Arben ; Gredičak, Matija | Chiral phosphoric acid-catalyzed Friedel–Crafts reaction of 2,5-disubstituted and 2- monosubstituted pyrroles with isoindolinone- derived ketimines // Organic & biomolecular chemistry, 21 (2023), 16; 3381-3387. doi: 10.1039/d3ob00326d
doipubs.rsc.org -
Glavač, Danijel ; Gredičak, Matija | 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 (2022), 18; 8760-8764. doi: 10.1039/d2nj00493c
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Glavaš, Mladena ; Gredičak, Matija ; Štefanić, Zoran ; Jerić, Ivanka | Synthesis of 14-membered enediyne-embedded macrocycles // Organic & biomolecular chemistry, 20 (2022), 18; 3823-3834. doi: 10.1039/d2ob00090c
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Topolovčan, Nikola ; Degač, Marina ; Čikoš, Ana ; Gredičak, Matija | Chemoselective and Regioselective Synthesis of Spiroisoindolinone Indenes via an Intercepted Meyer-Schuster Rearrangement/Intramolecular Friedel-Crafts Alkylation Relay // Journal of organic chemistry, 87 (2022), 3712-3717. doi: 10.1021/acs.joc.1c02647
doipubs.acs.orgdoi.org -
Beriša, Arben ; Glavač, Danijel ; Zheng, Chao ; You, Shu-Li ; Gredičak, Matija | Enantioselective construction of a congested quaternary stereogenic center in isoindolinones bearing three aryl groups via an organocatalytic formal Betti reaction // Organic chemistry frontiers, 9 (2022), 428-435. doi: 10.1039/d1qo01684a
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Matišić, Mateja ; Gredičak, Matija | Enantioselective construction of a tetrasubstituted stereocenter in isoindolinones via an organocatalyzed reaction between ketones and 3-hydroxyisoindolinones // Chemical communications, 57 (2021), 13546-13549. doi: 10.1039/d1cc05761h
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Topolovčan, Nikola ; Duplić, Filip ; Gredičak, Matija | 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 (2021), 28; 3920-3924. doi: 10.1002/ejoc.202100400
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Glavač, Danijel ; Topolovčan, Nikola ; Gredičak, Matija | Organocatalytic Synthesis of α-Triphenylmethylamines from Diarylketimines and Phenols // Journal of organic chemistry, 85 (2020), 21; 14253-14261. doi: 10.1021/acs.joc.0c02225
doipubs.acs.orgdoi.org -
Glavač, Danijel ; Jerić, Ivanka ; Gredičak, Matija | Organocatalytic Synthesis of α,α–Diaryl Substituted α–Amino Acid Derivatives by an Interrupted Three-Component Ugi Reaction // Croatica chemica acta, 92 (2019), 2; 203-209. doi: 10.5562/cca3536
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Stepić, Robert ; Jurković, Lara ; Klementyeva, Ksenia ; Ukrainczyk, Marko ; Gredičak, Matija ; Smith, David M. ; Kralj, Damir ; Smith, Ana- Sunčana | Adsorption of Aspartate Derivatives to Calcite Surfaces in Aqueous Environment // Crystal growth & design, 20 (2020), 5; 2853-2859. doi: 10.1021/acs.cgd.0c00061
doipubs.acs.orgdoi.org -
Orehovec, Iva ; Glavač, Danijel ; Dokli, Irena ; Gredičak, Matija ; Piantanida, Ivo | Impact of the Supramolecular Organisation of Pyrene – Quinoline Conjugates on their Interaction with ds – DNA // Croatica chemica acta, 90 (2017), 4; 603-611. doi: 10.5562/cca3269
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Glavaš, Mladena ; Gredičak, Matija ; Jerić, Ivanka | Enediyne-comprising amino aldehydes in the Passerini reaction // ACS Combinatorial Science, 20 (2018), 3; 151-155. doi: 10.1021/acscombsci.7b00167
doipubs.acs.orgdoi.org -
Glavač, Danijel ; Zheng, Chao ; Dokli, Irena ; You, Shu-Li ; Gredičak, Matija | Chiral Brønsted Acid Catalyzed Enantioselective aza-Friedel–Crafts Reaction of Cyclic α-Diaryl N-Acyl Imines with Indoles // Journal of organic chemistry, 82 (2017), 16; 8752-8760. doi: 10.1021/acs.joc.7b01420
doipubs.acs.org -
Glavač, Danijel ; Dokli, Irena ; Gredičak, Matija | Synthesis of 3–aryl 3–hydroxyisoindolinones by the Addition of Grignard and Organolithium Reagents to Phthalimides // Current organic chemistry, 21 (2017), 14; 1335-1340. doi: 10.2174/1385272821666170222100150
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Glavač, Danijel ; Gredičak, Matija | Organocatalytic Asymmetric Transformations of 3- Substituted 3-Hydroxyisoindolinones // Synlett, 28 (2017), 8; 889-897. doi: 10.1055/s-0036-1588759
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Puškarić, Andreas ; Halasz, Ivan ; Gredičak, Matija ; Palčić, Ana ; Bronić, Josip | Synthesis and structure characterization of zinc and cadmium dipeptide coordination polymers // New journal of chemistry, 40 (2016), 4252-4257. doi: 10.1039/c5nj03001c
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Suć, Josipa ; Dokli, Irena ; Gredičak, Matija | Chiral Brønsted Acid-Catalysed Enantioselective Synthesis of Isoindolinone-Derived N(acyl), S- Acetals // Chemical communications, 52 (2016), 2071-2074. doi: 10.1039/C5CC08813E
doipubs.rsc.org -
Dokli, Irena ; Gredičak, Matija | Mechanochemical Ritter reaction : a rapid approach to functionalized amides at room temperature // European journal of organic chemistry, 2015 (2015), 12; 2727-2732. doi: 10.1002/ejoc.201500051
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Wolstenhulme, Jamie R. ; Cavell, Alex ; Gredičak, Matija ; Driver, Russell W. ; Smith, Martin D. | A cation-directed two-component cascade approach to enantioenriched pyrroloindolines // Chemical communications, 50 (2014), 88; 13585-13588. doi: 10.1039/C4CC06683A
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Ukrainczyk, Marko ; Gredičak, Matija ; Jerić, Ivanka ; Kralj, Damir | Interactions of Scalenohedral Calcite Crystals with Acidic Amino Acid Derivatives of Salicylic Acid // Crystal growth & design, 14 (2014), 9; 4334-4346. doi: 10.1021/cg500396x
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Kokan, Zoran ; Glasovac, Zoran ; Majerić Elenkov, Maja ; Gredičak, Matija ; Jerić, Ivanka ; Kirin, Srećko I. | "Backdoor induction" of chirality: asymmetric hydrogenation with rhodium(I) complexes of triphenylphosphane-substituted beta-turn mimetics // Organometallics, 33 (2014), 15; 4005-4015. doi: 10.1021/om5005385
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Knipe, Peter C. ; Gredičak, Matija ; Cernijenko, Artiom ; Paton, Robert S. ; Smith, Martin D. | Phase-Transfer-Catalysed Synthesis of Pyrroloindolines and Pyridoindolines by a Hydrogen-Bond-Assisted Isocyanide Cyclization Cascade // Chemistry : a European journal, 20 (2014), 11; 3005-3009. doi: 10.1002/chem.201400192
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Gredičak, Matija ; Bregović, Nikola ; Carić, Dejana ; Jerić, Ivanka | Amino acid-based tweezers: the role of turn-like conformation in the binding of copper(II) // Journal of inorganic biochemistry, 116 (2012), 45-52. doi: 10.1016/j.jinorgbio.2012.07.014
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Gredičak, Matija ; Abramić, Marija ; Jerić, Ivanka | Cyclic Enediyne-Amino Acid Chimeras as New Aminopeptidase N Inhibitors // Amino acids (Wien), 43 (2012), 5; 2087-2100. doi: 10.1007/s00726-012-1292-0
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Radman, Andreja ; Gredičak, Matija ; Kopriva, Ivica ; Jerić, Ivanka | Predicting antitumor activity of peptides by consensus of regression models trained on a small data sample // International journal of molecular sciences, 12 (2011), 12; 8415-8430. doi: 10.3390/ijms12128415
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Ukrainczyk, Marko ; Gredičak, Matija ; Jerić, Ivanka ; Kralj, Damir | Interactions of salicylic acid derivatives with calcite crystals // Journal of colloid and interface science, 365 (2012), 1; 296-307. doi: 10.1016/j.jcis.2011.09.009
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Gredičak, Matija ; Matanović, Ivana ; Zimmermann, Boris ; Jerić, Ivanka | Bergman cyclization of acyclic amino acid-derived enediynes leads to the formation of 2, 3-dihydro-benzo[f]isoindoles // Journal of organic chemistry, 75 (2010), 6219-6228. doi: 101021/jo101302n
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Gredičak, Matija ; Supek, Fran ; Kralj, Marijeta, Majer, Zsuzsa ; Hollosi, Miklos ; Šmuc, Tomislav ; Mlinarić-Majerski, Kata ; Horvat, Štefica | Computational structure-activity study directs synthesis of novel antitumor enkephalin analogs // Amino acids (Wien), 38 (2010), 4; 1185-1191. doi: 10.1007/s00726-009-0329-5
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Gredičak, Matija ; Jerić, Ivanka | The Sonogashira Cross-Coupling Reaction of Alkenyl Chlorides with Aliphatic Acetylenes // Synlett, 2009 (2009), 7; 1063-1066. doi: 10.1055/s-0028-1088208
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Horvat, Štefica ; Kralj, Marijeta ; Perc, Milica ; Jerić, Ivanka ; Varga-Defterdarović, Lidija ; Jakas, Andreja ; Roščić, Maja ; Šuman, Lidija ; Gredičak, Matija | 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 (2009), 2; 253-257. doi: 10.1111/j.1747-0285.2008.00763.x
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Gredičak, Matija ; Kolonić, Anita ; Jerić, Ivanka | Novel chloroenyne-modified amino acid derivatives // Amino acids (Wien), 35 (2008), 1; 185-194. doi: 10.1007/s00726-007-0572-6
doiwww.springerlink.com
Pregledni rad (znanstveni)
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Vlahoviček‐Kahlina, Kristina; Marijan, Marijan; Matišić, Mateja; Gredičak, Matija | Catalytic Asymmetric Arylations of Ketimines // Advanced synthesis & catalysis, 366 (2024), 12; 2631-2658. doi: 10.1002/adsc.202400012
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Topolovčan, Nikola ; Gredičak, Matija | Synthesis and stereoselective catalytic transformations of 3-hydroxyisoindolinones // Organic & biomolecular chemistry, 19 (2021), 4637-4651. doi: 10.1039/d1ob00164g
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Gredičak, Matija ; Jerić, Ivanka | Enediyne compounds - new promises in anticancer therapy // Acta pharmaceutica, 57 (2007), 2; 133-150. doi: 10.2478/v10007-007-0011-y
doiwww.degruyter.com
Publications - Conference journals
Izvorni znanstveni rad
Gredičak, Matija ; Jerić, Ivanka | Novel peptide-derived enediyne structures // Journal of peptide science, 2006. str. 109-109-x
Publications - Conference unpublished
Neobjavljeni prilog sa skupa
Bašić, Ines ; Mikleušević, Ana ; Gredičak, Matija | Characterization and separation of pyrrolo [3,4-b] indole derivatives obtained by the dearomatization reaction between electron-deficient indoles and amino acid-derived isocyanides // ANAKON 2023 | Beč, Austrija, 11.04.2023-14.04.2023
Gredičak, Matija | Construction of congested quaternary stereogenic centers in isoindolinones via chiral phosphoric acid catalysis // 22nd Tetrahedron Symposium | Lisabon, Portugal, 01.01.2022-01.01.2022
Matišić, Mateja ; Gredičak, Matija | Organocatalytic stereoselective synthesis of β,β- diaryl ketones with β-tetrasubstituted stereogenic center // ESOC 2021 European Symposium on Organic Chemistry : Virtual Mini Symposium | online, 05.07.2021-06.07.2021
Matišić, Mateja ; Gredičak, Matija | Stereoselective synthesis of β,β-diaryl ketones with β-tetrasubstituted stereogenic center // ACS Fall 2021 National Meeting & Exposition | Atlanta (GA), Sjedinjene Američke Države, 22.08.2021-26.08.2021
Beriša, Arben ; Gredičak, Matija | Stereoselective Synthesis of α-Quaternary Methaneamines via Formal Betti Reaction Catalyzed by Chiral Brønsted Phosphoric Acid // 21st Tetrahedron Symposium | online, 21.06.2021-24.06.2021
Gredičak, Matija | Chiral Brønsted acid-catalyzed formal Betti reaction enables enantioenriched α-triphenylmethylamines from diaryl ketimines and phenols // ACS Spring 2021 | Sjedinjene Američke Države, 05.04.2021-16.04.2021
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Glavaš, Mladena ; Gredičak, Matija ; Jerić, Ivanka | Synthesis of novel peptidomimetics by Passerini reaction // 25th Croatian Meeting of Chemists and Chemical Engineers (28HSKIKI) and 3rd Symposium Vladimir Prelog | Zagreb / Poreč, Hrvatska, 19.04.2017-22.04.2017
www.hdki.hr Glavaš, Mladena ; Gredičak, Matija ; Jerić, Ivanka | Synthesis of macrocycle compounds with enediyne motif // A. Corbella International Summer School on Organic Synthesis | Gargnano, Italija, 10.06.2018-14.06.2018
Glavaš, Mladena ; Gredičak, Matija ; Jerić, Ivanka | Macrocycle compounds with enediyne motif // The 22nd International Conference on Organic Synthesis | Firenca, Italija, 16.09.2019-21.09.2019
Glavaš, Mladena ; Gredičak, Matija ; Jerić, Ivanka | Synthesis of macrocyclic compounds via consecutive Sonogashira-Ugi-Sonogashira reactions // The 21st European Symposium on Organic Chemistry | Beč, Austrija, 14.07.2019-18.07.2019
Suć, Josipa; Dokli, Irena; Gredičak, Matija | Asymmetric addition of thiols to in situ generated ketimines // 6th EuCheMS Chemistry Congress | Sevilla, Španjolska, 11.09.2016-15.09.2016
Suć, Josipa; Dokli, Irena; Gredičak, Matija | Chiral Bronsted Acid-Catalyzed Enantioselective Synthesis of Isoindolinone-Derived N(Acyl), S- Acetals // 17th tetrahedron Symposium | Barcelona, Španjolska; Sitges, Španjolska, 28.06.2016-01.07.2016
Publications - Graded papers
Doktorska disertacija
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Beriša, Arben | Organokatalitička stereoselektivna priprava derivata izoindolinona s triaril-supstituiranim kvaternim stereogenim centrom / Gredičak, Matija (mentor). | Zagreb, Prirodoslovno-matematički fakultet, Zagreb, 2022
repozitorij.pmf.unizg.hr -
Matišić, Mateja | Stereoselektivna priprava β,β-diaril-ketona s β- tetrasupstituiranim stereogenim centrom / Gredičak, Matija (mentor). | Zagreb, Prirodoslovno-matematički fakultet, Zagreb, 2022
repozitorij.pmf.unizg.hr Gredičak, Matija | Synthesis and Reactivity of Amino Acid-Derived Enediynes / Jerić, Ivanka (mentor); Jerić, Ivanka (neposredni voditelj) . | Zagreb, Farmaceutsko-biokemijski fakultet, 2010
Diplomski rad
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Čikulin, Kristina | Priprava N,O-acetalnih derivata izoindolinona s prirodnim alkoholima / Gredičak, Matija (mentor); Glavač, Danijel (neposredni voditelj) . | Zagreb, Prirodoslovno-matematički fakultet, Zagreb, 2023
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Duplić, Filip | Utjecaj veličine supstituenta na stereoselektivnost priprave derivata 3-metilenizoindolinona / Gredičak, Matija (mentor); Topolovčan, Nikola (neposredni voditelj) . | Zagreb, Prirodoslovno-matematički fakultet, Zagreb, 2022
repozitorij.pmf.unizg.hrzir.nsk.hr -
Degač, Marina | Stereoselektivna priprava beta,beta-diaril-ketona s beta-kvaternim kiralnim centrom / Gredičak, Matija (mentor); Matišić, Mateja (neposredni voditelj) . | Zagreb, Prirodoslovno-matematički fakultet, Zagreb, 2021
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Talajić, Gregor | Stereoselektivna priprava arilnih derivata izoindolinona katalizirana kiralnim Brønstedovim kiselinama / Gredičak, Matija (mentor); Glavač, Danijel (neposredni voditelj) . | Zagreb, Prirodoslovno-matematički fakultet, Zagreb, 2020
zir.nsk.hr Zubčić, Gabrijel | Stereoselektivna arilacija diaril-ketimina katalizirana kiralnim Brønstedovim kiselinama / Škorić, Irena ; Gredičak, Matija (mentor); Beriša, Arben (neposredni voditelj) . | Zagreb, Fakultet kemijskog inženjerstva i tehnologije, 2020
Bašić, Ines | Asimetrična priprava N, O-acetala s kvaternim stereogenim centrom katalizirana kiralnim fosfornim kiselinama / Škorić, Irena (mentor); Gredičak, Matija (neposredni voditelj) . | Zagreb, Fakultet kemijskog inženjerstva i tehnologije, 2018
Ros, Petra | Priprava asimetričnih alfa-acilamido fosfonata katalizirana kiralnim Bronstedovim kiselinama / Vuk, Dragana (mentor); Gredičak, Matija (neposredni voditelj) . | Zagreb, Fakultet kemijskog inženjerstva i tehnologije, 2017
Tomac, Marija | Priprava peptida s ugrađenom aziridin-2-karboksilnom kiselinom / Jerić, Ivanka (mentor); Gredičak, Matija (neposredni voditelj) . | Zagreb, Prirodoslovno-matematički fakultet, Zagreb, 2012
Radman, Andreja | Synthesis of peptides with potential antitumor activity / Jerić, Ivanka ; Petrović Peroković, Vesna (mentor); Gredičak, Matija (neposredni voditelj) . | Zagreb, Prirodoslovno-matematički fakultet, Zagreb, 2011