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Synthesis
DOI: 10.1055/a-2705-4396
DOI: 10.1055/a-2705-4396
Paper
Published as part of the Special Issue in Honor of Prof. Franziska Schoenebeck, the
2025 Women in Chemistry Award Winner
Synthesis and Evaluation of Hydrogen-Bonding Organocatalysts Bearing P(V)-Stereogenic Centers
Autoren
Gefördert durch: China Scholarship Council and FAZIT-STIFTUNG
Abstract
In this study, we report the synthesis of a novel series of chiral hybrid scaffolds, each featuring a P(V)-stereogenic center integrated with a chiral backbone via squaramide or thiourea linkers. The catalytic performance of these newly developed organocatalysts was evaluated in asymmetric transfer hydrogenation reactions, showing moderate activity and limited selectivity.
Publikationsverlauf
Eingereicht: 30. Juni 2025
Angenommen nach Revision: 14. September 2025
Artikel online veröffentlicht:
09. Oktober 2025
© 2025. Thieme. All rights reserved.
Georg Thieme Verlag KG
Oswald-Hesse-Straße 50, 70469 Stuttgart, Germany
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References
- 1a Ye X, Peng L, Bao X, Tan C-H, Wang H. Green Synth Catal 2021; 2: 6
- 1b Cui Y-M, Lin Y, Xu L-W. Coord Chem Rev 2017; 330: 37
- 1c Wei Y, Shi M. Acc Chem Res 2010; 43: 1005
- 2 Du Z-J, Guan J, Wu G-J, Xu P, Gao L-X, Han F-S. J Am Chem Soc 2015; 137: 632
- 3 Kortmann F. Dynamic Crystallization Processes of P-Chiral Phosphine Oxides. University of Groningen; 2014
- 4 Ferry A, Stemper J, Marinetti A, Voituriez A, Guinchard X. Eur J Org Chem 2014; 2014: 188
- 5 Huang Z, Huang X, Li B. et al. J Am Chem Soc 2016; 138: 7524
- 6 Qin X-L, Li A, Han F-S. J Am Chem Soc 2021; 143: 2994
- 7 Han ZS, Wu H, Qu B. et al. Tetrahedron Lett 1834; 2019: 60
- 8 Winters KR, Montchamp J-L. Beilstein J Org Chem 2022; 18: 1471
- 9a Von Leeuwen P. Supramolecular Catalysis. John Wiley & Sons; 2008
- 9b DiRocco DA, Ji Y, Sherer EC. et al. Science 2017; 356: 426
- 9c Devaki Venugopal H, Annadate RA, Pansare SVACS. Omega 2023; 8: 3190
- 10 Sohtome Y, Nagasawa K. Chem Commun 2012; 48: 7777
- 11a Rouf A, Tanyeli C. Curr Org Chem 2016; 20: 2996
- 11b Zhao BL, Li JH, Du DM. Chem Rec 2017; 17: 994
- 12 Dai L, Wang S-X, Chen F-E. Adv Synth Catal 2010; 352: 2137
- 13a Han ZS, Zhang L, Xu Y. et al. Angew Chem Int Ed 2015; 54: 5474
- 13b Han ZS, Wu H, Xu Y. et al. Org Lett 2017; 19: 1796
- 14 CCDC 2437879 (Rp-3), CCDC 2419212 (Rp-4a) and CCDC 2439956 (9b), contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from the Cambridge Crystallographic Data Centre
- 15 Van Leeuwen PW. Supramolecular Catalysis. John Wiley & Sons; 2008
- 16 Sigman MS, Jacobsen EN. J Am Chem Soc 1998; 120: 4901
- 17 Hrishikesh DV, Annadate RA, Pansare SV. ACS Omega 2023; 8: 3190
- 18 Xu Q, Zhao C-Q, Han L-B. J Am Chem Soc 2008; 130: 12648
- 19 Zhou Y, Wang G, Saga Y. et al. J Org Chem 2010; 75: 7924
- 20 Tan KL, Jacobsen EN. Angew Chem Int Ed 2007; 46: 1315
- 21 Crépy KV, Imamoto T. Top Curr Chem 2003; 1
- 22 Qiao X, Bao Z, Xing H, Yang Y, Ren Q, Zhang Z. Catal Lett 2017; 147: 1673
- 23a Hasegawa A, Naganawa Y, Fushimi M, Ishihara K, Yamamoto H. Org Lett 2006; 8: 3175
- 23b Wenzel AG, Jacobsen EN. J Am Chem Soc 2002; 124: 12964
- 24 Xu Q, Zhao C-Q, Han L-B. J Am Chem Soc 2008; 130: 12648
- 25 Xu H, Zhang H, Jacobsen EN. Nat Protoc 1860; 2014: 9
- 26 Peng B, Ma J, Guo J. et al. J Am Chem Soc 2022; 144: 2853
- 27 A preprint of this work has been published: Wang Z, Christmann M. ChemRxiv 2025