Synthesis of 1-[bis(trifluoromethyl)phosphine]-1’-oxazolinylferrocene ligands and their application in regio- and enantioselective Pd-catalyzed allylic alkylation of monosubstituted allyl substrates

Scholarly Works

• Zhang, S.; Fan, W.; Li, S. Synthesis and Applications of Trifluoromethylphosphines. European Journal of Organic Chemistry 2024, 27. doi:10.1002/ejoc.202301169
• Dai, L.; Xu, D.; Yang, M.-J. Synthesis of 2-oxazoline ferrocenes: Towards high-efficient chiral ligands and catalysts. Journal of Organometallic Chemistry 2023, 999, 122831. doi:10.1016/j.jorganchem.2023.122831
• Peng, D.; Zhang, S.; Fan, W.; Wen, Y.; Li, S. Zn-Mediated Scalable Synthesis of Trifluoromethylphosphines from Phosphine Chlorides and CF3Br. Organic letters 2023, 25, 3892–3897. doi:10.1021/acs.orglett.3c01253
• Lauzon, S.; Ollevier, T. Fluorine in metal-catalyzed asymmetric transformations: the lightest halogen causing a massive effect. Chemical science 2022, 13, 10985–11008. doi:10.1039/d2sc01096h
• Musikhina, A. A.; Serebrennikova, P. O.; Zabelina, O. N.; Utepova, I. A.; Chupakhin, O. N. Advanced Application of Planar Chiral Heterocyclic Ferrocenes. Inorganics 2022, 10, 152. doi:10.3390/inorganics10100152
• Dai, L.; Xu, D.; Mao, Y.; Zhu, J.; Yang, M. Structures and Synthetic Strategies of Chiral Oxazolinyl Ferrocene Derivatives. Chinese Journal of Organic Chemistry 2022, 42, 2364. doi:10.6023/cjoc202201037
• Pàmies, O.; Margalef, J.; Cañellas, S.; James, J.; Judge, E.; Guiry, P. J.; Moberg, C.; Bäckvall, J.-E.; Pfaltz, A.; Pericàs, M. A.; Diéguez, M. Recent Advances in Enantioselective Pd-Catalyzed Allylic Substitution: From Design to Applications. Chemical reviews 2021, 121, 4373–4505. doi:10.1021/acs.chemrev.0c00736
• Eliseenko, S. S.; Bhadbhade, M. M.; Liu, F. Multifunctional chiral aminophosphines for enantiodivergent catalysis in a palladium-catalyzed allylic alkylation reaction. Chirality 2020, 32, 1311–1323. doi:10.1002/chir.23275
• Subramaniam, V. doi:10.1002/9783527809080.cataz15272
• Zhang, F.-G.; Ma, J.-A. Emerging Fluorinated Motifs; Wiley, 2020; pp 763–808. doi:10.1002/9783527824342.ch25
• Munzeiwa, W. A.; Omondi, B.; Nyamori, V. O. Architecture and synthesis of P,N-heterocyclic phosphine ligands. Beilstein journal of organic chemistry 2020, 16, 362–383. doi:10.3762/bjoc.16.35
• Xu, D.; Dai, L.; Zhi, Y.-Q.; Zhang, J.; Xu, C. Unsymmetrical 1-oxazolinyl 1’,2-Bisphosphine ferrocene silyl ether: Preparation and lithiation mechanism. Journal of Organometallic Chemistry 2019, 904, 120998. doi:10.1016/j.jorganchem.2019.120998
• Khan, S.; Shah, B. H.; Khan, I. A.; Li, M.; Zhang, Y. J. Pd-Catalyzed regio- and enantioselective allylic substitution with 2-pyridones. Chemical communications (Cambridge, England) 2019, 55, 13168–13171. doi:10.1039/c9cc07482a
• Noreen, S.; Zahoor, A. F.; Ahmad, S.; Shahzadi, I.; Irfan, A.; Faiz, S. Novel Chiral Ligands for Palladium-catalyzed Asymmetric Allylic Alkylation/ Asymmetric Tsuji-Trost Reaction: A Review. Current Organic Chemistry 2019, 23, 1168–1213. doi:10.2174/1385272823666190624145039
• Bao, C.-C.; Zheng, D.-S.; Zhang, X.; You, S.-L. Iridium/N-Heterocyclic Carbene Complex-Catalyzed Intermolecular Allylic Alkylation Reaction. Organometallics 2018, 37, 4763–4772. doi:10.1021/acs.organomet.8b00762
• Hettstedt, C.; Frank, A.; Karaghiosoff, K. Synthesis of two p-methoxyphenyl substituted phosphines. Phosphorus, Sulfur, and Silicon and the Related Elements 2016, 191, 1297–1301. doi:10.1080/10426507.2016.1192626
• Hu, S.-B.; Chen, Z.-P.; Zhou, J.; Zhou, Y.-G. Electronically deficient (Rax,S,S)-F12-C3-TunePhos and its applications in asymmetric 1,4-addition reactions. Tetrahedron Letters 2016, 57, 1925–1929. doi:10.1016/j.tetlet.2016.03.072
• Sattar, M.; Praveen; Prasad, C. D.; Verma, A.; Kumar, S.; Kumar, S. Palladium-Catalyzed C ? H Functionalization of Ferrocenecarboxylic Acid by using 8-Aminoquinoline as a Removable Directing Group. Advanced Synthesis & Catalysis 2016, 358, 240–253. doi:10.1002/adsc.201500791
• Cervantes, R.; Tiburcio, J.; Torrens, H. cis and trans influences on [Pt(SRF)(triphos)]+ complexes (SRF = polyfluorobenzothiolate). New Journal of Chemistry 2015, 39, 631–638. doi:10.1039/c4nj01686f

Explore citations to this article at