The research interests in the Breder Laboratory are located at the interface of synthetic organic methodology, asymmetric (organo)catalysis, and target-oriented synthesis of biologically relevant molecules. Within this setting, the emphasis of our research program is placed on two main goals. The first of which is the development of new chemical reactions by means of innovative catalyst- and reagent design. In so doing, the Breder group seeks to provide solutions to critical challenges associated with chemical synthesis, such as efficient chemo- and stereoselectivity as well as sustainability. The second goal is the elaboration of strategically sound concepts for the efficient synthesis of biomolecules and analogs thereof with interesting pharmacological profiles. Furthermore, target compounds are selected that exhibit distinctive demands with regard to asymmetric formation of carbon-carbon and carbon-heteroatom bonds.
Publications
32. „Enantioconvergent Synthesis of Diarylmethane Drugs via Privileged Benzhydrol Intermediates“
E. Frank,† J. L. Flügel,† L. d'Heureuse, S. Woick, A. Breder,* J. Org. Chem. 2026 91, 793-797 († these authors contributed equally) https://pubs.acs.org/doi/10.1021/acs.joc.5c02530 (externer Link, öffnet neues Fenster)
31. Trendbericht in der Chemie
A. Breder, T. Gulder, J. Hauer, C. Hess, B. König, P. Nuernberger, C. Ochsenfeld, J. Rehbein, O. Reiser, C. J. Stein, G. Storch, E. Tapavicza, J. Westermayr, R. Wolf, K. Zeitler, C. Zeymer, Nachr. Chem. 2025, 73, 4, 56-67. (externer Link, öffnet neues Fenster)
30. „Asymmetric Migratory Tsuji-Wacker Oxidation Enables the Enantioselective Synthesis of Hetero- and Isosteric Diarylmethanes“
E. Frank,† S. Park,† E. Harrer, J. L. Flügel, M. Fischer, P. Nuernberger, J. Rehbein,* A. Breder,* J. Am. Chem. Soc. 2024 146 (50), 34383-34393 († these authors contributed equally) https://pubs.acs.org/doi/10.1021/jacs.4c09405 (externer Link, öffnet neues Fenster)
Featured in Trendbericht Organische Chemie (Nachrichten aus der Chemie) (externer Link, öffnet neues Fenster)
29. “Unimolecular net heterolysis of symmetric and homopolar σ-bonds”
Highlighted on Nature Podcast (externer Link, öffnet neues Fenster) and on Nature News and Views (externer Link, öffnet neues Fenster) († these authors contributed equally)
28. “Intermolecular Aza-Wacker Coupling of Alkenes with Azoles by Photo-Aerobic Selenium-π-Acid Multicatalysis”
T. Lei,† T. Appleson,† A. Breder,* ACS Catal. 2024, 14, 9586−9593. (externer Link, öffnet neues Fenster) (†these authors contributed equally)
27. “Mechanistic Analysis Reveals Key Role of Interchalcogen Multicatalysis in Photo-Aerobic 3-Pyrroline Syntheses by Aza-Wacker Cyclizations”
S. Graf,† H. Pesch,† T. Appleson, T. Lei, A. Breder,* I. Siewert,* ChemSusChem 2024, e202301518 (externer Link, öffnet neues Fenster)(†these authors contributed equally)
26. "Asymmetric Photo-Aerobic Lactonization and aza-Wacker Cyclization of Alkenes Enabled by Ternary Selenium-Sulfur Multicatalysis"
T. Lei†, S. Graf†, C. Schöll, F. Krätzschmar, B. Gregori, T. Appleson, A. Breder*, ACS Catal. 2023, 13, 16240−16248 (†these authors contributed equally) (https://pubs.acs.org/doi/10.1021/acscatal.3c04443 (externer Link, öffnet neues Fenster))
25. "Synthesis of 1,3-Dioxan-2-ones by Photo-Aerobic Selenium-π-Acid Multicatalysis"
24. "Hydrogen-Bond-Modulated Nucleofugality of SeIII Species to Enable Photoredox-Catalytic Semipinacol Manifolds"
23. "Synthesis of Aminoallenes via Selenium-π-Acid-Catalyzed Cross-Coupling of N-Fluorinated sunlfonimides with Simple Alkynes"
22. “Rational Design of Chiral Selenium-π-Acid Catalysts”
21. “Light-Driven Single-Electron-Transfer Processes as an Enabling Principle in Sulfur- and Selenium-Multicatalysis”
20. “Aerobic Allylation of Alcohols with Non-Activated Alkenes Enabled by Light-Driven Selenium-π-Acid Catalysis”
19. “Mechanistic Studies on the Anodic Functionalization of Alkenes Catalyzed by Diselenides”
18. “Photocatalytic Aerobic Phosphatation of Alkenes”
Angew. Chem. 2018, 130, 2484. (externer Link, öffnet neues Fenster)
(This manuscript was highlighted in Synfacts 2018, 14, 314) (° these authors contributed equally to this manuscript)
17. “Mechanistic and Synthetic Investigations on the Dual Selenium-π-Acid/Photoredox Catalysis in the Context of the Aerobic Dehydrogenative Lactonization of Alkenoic Acids”
16. “Oxidative Alkene Functionalizations via Selenium-π-Acid Catalysis”
S. Ortgies, A. Breder,* ACS Catal. 2017, 7, 5828 (externer Link, öffnet neues Fenster)
15. “Synthesis of (+)-Greek Tobacco Lactone via a Diastereoablative Epoxidation and a Selenium-Catalyzed Oxidative Cyclization”
14. “Oxidative Allylic Esterification of Alkenes by Cooperative Selenium-Catalysis Using Air as the Sole Oxidant”
S. Ortgies, C. Depken, A. Breder,* Org. Lett. 2016, 18, 2856 (externer Link, öffnet neues Fenster)
13. “Iodine(III)-mediated oxidative intramolecular arene-alkene coupling exemplified in the synthesis of phenanthrenes”
12. “Selenium-Catalyzed Oxidative C(sp2)–H Amination of Alkenes Exemplified in the Expedient Synthesis of (Aza-)Indoles”
S. Ortgies, A. Breder,* Org. Lett. 2015, 17, 2748-2751 (externer Link, öffnet neues Fenster)
11. “Recent developments in sulfur- and selenium-catalyzed oxidative and isohypsic functionalization reactions of alkenes”
10. "Selenium-Catalyzed C(sp3)–H Acyloxylation: Application in the Expedient Synthesis of Isobenzofuranones" |Hot Paper|
9. “Young Career Focus: Dr. Alexander Breder”
A. Breder,* Synform 2014, 4, Synstories A56 (externer Link, öffnet neues Fenster)
8. “Oxidative Allylic Amination Reactions of Unactivated Olefins – At the Frontiers of Palladium and Selenium Catalysis”
7. “Direct Oxidative Allylic and Vinylic Amination of Alkenes through Selenium Catalysis”
J. Trenner, C. Depken, T. J. Weber, A. Breder,* Angew. Chem. Int. Ed. 2013, 52, 8952-8956. (externer Link, öffnet neues Fenster)
Angew. Chem. 2013, 125, 9121-9125 (externer Link, öffnet neues Fenster)
6. “Atom-Economical Synthesis of Functionalized Cycloalkanes via Catalytic Redox Cycloisomerization”
B. M. Trost, A. Breder, K. Bao, Org. Lett. 2012, 14, 1708-1711 (externer Link, öffnet neues Fenster)
5. “Towards the Synthesis of Massadine: A Unified Strategy for the Stereoselective Synthesis of the Carbocyclic C,D-Ring Subunit”
4. “Propargyl Alcohols as β-Oxocarbenoid Precursors for the Ruthenium-catalyzed Cyclopropanation of Unactivated Olefins by Redox Isomerization”
3. “An Atom-Economical Access to β-Heteroarylated Ketones from Propargylic Alcohols via Tandem Ruthenium/Indium-Catalysis”
B. M. Trost, A. Breder, Org. Lett. 2011, 13, 398-401 (externer Link, öffnet neues Fenster)
2. “Ugi-4-Component Reaction Enabling Rapid Access to the Core Fragment of Massadine”
1. “Enantioselective Synthesis of the Carbocyclic D-Ring Subunit of Massadine”
A. Breder, G. M. Chinigo, A. W. Waltman, E. M. Carreira, Angew. Chem. Int. Ed. 2008, 47, 8514–8517 (externer Link, öffnet neues Fenster) (highlighted in CHIMIA 2008, 62, 980)