(Thio)urea-mediated synthesis of functionalized six-membered rings with multiple chiral centers

Giorgos Koutoulogenis, Nikolaos Kaplaneris and Christoforos G. Kokotos
Beilstein J. Org. Chem. 2016, 12, 462–495. https://doi.org/10.3762/bjoc.12.48

Cite the Following Article

(Thio)urea-mediated synthesis of functionalized six-membered rings with multiple chiral centers
Giorgos Koutoulogenis, Nikolaos Kaplaneris and Christoforos G. Kokotos
Beilstein J. Org. Chem. 2016, 12, 462–495. https://doi.org/10.3762/bjoc.12.48

How to Cite

Koutoulogenis, G.; Kaplaneris, N.; Kokotos, C. G. Beilstein J. Org. Chem. 2016, 12, 462–495. doi:10.3762/bjoc.12.48

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.

Presentation Graphic

Picture with graphical abstract, title and authors for social media postings and presentations.
Format: PNG Size: 178.1 KB Download

Citations to This Article

Up to 20 of the most recent references are displayed here.

Scholarly Works

  • Wang, K.; Bhuvanesh, N.; Gladysz, J. A. Enantioselective Syntheses of Multiply Functionalized Six‐Membered Carbocycles from Nitroalkenes and γ,δ‐Unsaturated ß‐Ketoesters using Chiral Catalysts Derived from Cobalt(III) and 1,2‐Diphenylethylenediamine. Advanced Synthesis & Catalysis 2023, 365, 4692–4700. doi:10.1002/adsc.202300972
  • McDermott, P. E.; Fearraigh, M. P. Ó.; Horan, A. M.; McGarrigle, E. M. Thiourea-catalysed conjugate additions of amines to vinyl phosphonates and phosphinates. Organic & biomolecular chemistry 2023, 21, 1027–1032. doi:10.1039/d2ob02116a
  • Kowalska, J.; Łukasik, B.; Frankowski, S.; Sieroń, L.; Albrecht, Ł. Vinylogous Hydrazone Strategy in Stereoselective Synthesis of 2,3‐Dihydro‐1H‐pyrrolizines – An Organocatalytic, Metal‐Free Route to Ketorolac. Advanced Synthesis & Catalysis 2022, 364, 3607–3616. doi:10.1002/adsc.202200727
  • Tao, L.-F.; Zhang, S.; Huang, F.; Wang, W.-T.; Luo, Z.-H.; Qian, L.; Liao, J.-Y. Diastereo- and Enantioselective Silver-Catalyzed [3+3] Cycloaddition and Kinetic Resolution of Azomethine Imines with Activated Isocyanides. Angewandte Chemie (International ed. in English) 2022, 61, e202202679. doi:10.1002/anie.202202679
  • Tao, L.; Zhang, S.; Huang, F.; Wang, W.; Luo, Z.; Qian, L.; Liao, J. Diastereo‐ and Enantioselective Silver‐Catalyzed [3+3] Cycloaddition and Kinetic Resolution of Azomethine Imines with Activated Isocyanides. Angewandte Chemie 2022, 134. doi:10.1002/ange.202202679
  • Janczewski, Ł. Sulforaphane and Its Bifunctional Analogs: Synthesis and Biological Activity. Molecules (Basel, Switzerland) 2022, 27, 1750. doi:10.3390/molecules27051750
  • Takagi, R.; Duong, D. T. Computational study on N-triflylphosphoramide-catalyzed enantioselective hydroamination of alkenyl thiourea. Organic & biomolecular chemistry 2021, 19, 8806–8811. doi:10.1039/d1ob01672e
  • Landeros, J. M.; Cruz-Hernández, C.; Juaristi, E. α-Amino Acids and α,β-Dipeptides Intercalated into Hydrotalcite: Efficient Catalysts in the Asymmetric Michael Addition Reaction of Aldehydes to N-Substituted Maleimides. European Journal of Organic Chemistry 2021, 2021, 5117–5126. doi:10.1002/ejoc.202100877
  • García-Urricelqui, A.; de Cózar, A.; Campano, T. E.; Mielgo, A.; Palomo, C. syn-Selective Michael Reaction of α-Branched Aryl Acetaldehydes with Nitroolefins Promoted by Squaric Amino Acid Derived Bifunctional Brønsted Bases. European Journal of Organic Chemistry 2021, 2021, 3604–3612. doi:10.1002/ejoc.202100355
  • Chegondi, R.; Patel, S. M.; Maurya, S.; Donthoju, A. Organocatalytic Enantioselective Desymmetrization of Prochiral 2,2‐Disubstituted Cyclic 1,3‐Diones. Asian Journal of Organic Chemistry 2021, 10, 1267–1281. doi:10.1002/ajoc.202100180
  • Janczewski, Ł.; Kregiel, D.; Kolesinska, B. Synthesis of Isothiocyanates Using DMT/NMM/TsO- as a New Desulfurization Reagent. Molecules (Basel, Switzerland) 2021, 26, 2740. doi:10.3390/molecules26092740
  • Juaristi, E. Recent developments in next generation (S)-proline-derived chiral organocatalysts. Tetrahedron 2021, 88, 132143. doi:10.1016/j.tet.2021.132143
  • Das, T.; Mohapatra, S.; Mishra, N. P.; Nayak, S.; Raiguru, B. P. Recent Advances in Organocatalytic Asymmetric Michael Addition Reactions to α, β-Unsaturated Nitroolefins. ChemistrySelect 2021, 6, 3745–3781. doi:10.1002/slct.202100679
  • Przydacz, A.; Bojanowski, J.; Albrecht, A.; Albrecht, Ł. Hydroxyl-group-activated azomethine ylides in organocatalytic H-bond-assisted 1,3-dipolar cycloadditions and beyond. Organic & biomolecular chemistry 2021, 19, 3075–3086. doi:10.1039/d0ob02380a
  • Demirbas, N.; Demirbas, A. Organocatalyzed Heterocyclic Transformations In Green Media: A Review. Current Organocatalysis 2021, 8, 27–71. doi:10.2174/2213337207999200805115813
  • García-Urricelqui, A.; de Cózar, A.; Mielgo, A.; Palomo, C. Probing α-Amino Aldehydes as Weakly Acidic Pronucleophiles: Direct Access to Quaternary α-Amino Aldehydes by an Enantioselective Michael Addition Catalyzed by Brønsted Bases. Chemistry (Weinheim an der Bergstrasse, Germany) 2020, 27, 2483–2492. doi:10.1002/chem.202004468
  • Auria-Luna, F.; Mohammadi, S.; Divar, M.; Gimeno, M. C.; Herrera, R. P. Asymmetric Fluorination Reactions promoted by Chiral Hydrogen Bonding-based Organocatalysts. Advanced Synthesis & Catalysis 2020, 362, 5275–5300. doi:10.1002/adsc.202000848
  • Romaniszyn, M.; Sieroń, L.; Albrecht, Ł. Asymmetric vinylogous Michael addition of 5-substituted-furan-2(3H)-ones to an α,β-unsaturated-γ-lactam. Organic & biomolecular chemistry 2020, 18, 8633–8637. doi:10.1039/d0ob01750g
  • Gandhi, S.; Sivadas, V.; Baire, B. Thiourea–Tertiary Amine Promoted Cascade Catalysis: A Tool for Complexity Generation. European Journal of Organic Chemistry 2020, 2021, 220–234. doi:10.1002/ejoc.202001114
  • Mato, R.; Reyes, E.; Carrillo, L.; Uria, U.; Prieto, L.; Manzano, R.; Vicario, J. L. Catalytic enantioselective domino Michael/transannular aldol reaction under bifunctional catalysis. Chemical communications (Cambridge, England) 2020, 56, 13149–13152. doi:10.1039/d0cc05981a
Other Beilstein-Institut Open Science Activities