Development of the titanium–TADDOLate-catalyzed asymmetric fluorination of β-ketoesters

Scholarly Works

• Roider, T.; Kleykamp, O. A.; Ivlev, S. I.; Hoffmann, R. W.; Tallarek, U. Catalyst‐Free Indirect C−F Activation of 3‐Perfluoroalkyl Indoles. European Journal of Organic Chemistry 2022, 2022. doi:10.1002/ejoc.202201025
• Poorsadeghi, S.; Endo, K.; Arimitsu, S. Enantioselective Fluorination of α-Substituted β-Diketones Using β,β-Diaryl Serines. Organic letters 2021, 24, 420–424. doi:10.1021/acs.orglett.1c04104
• Suto, A.; Yamaguchi, J. Fluorination -A Decade of Progress (2010-2020). Journal of Synthetic Organic Chemistry, Japan 2021, 79, 910–967. doi:10.5059/yukigoseikyokaishi.79.910
• Banik, S.; Sahoo, T.; Sridhar, B.; Reddy, B. V. S. Enantioselective fluorination of 3-indolinone-2-carboxylates with NFSI catalyzed by chiral bisoxazolines. Organic & biomolecular chemistry 2021, 19, 6085–6091. doi:10.1039/d1ob00144b
• Sang, Y.; Zhou, B.; Zheng, M.-M.; Xue, X.-S.; Cheng, J.-P. Organofluorine Chemistry; Wiley, 2021; pp 307–362. doi:10.1002/9783527825158.ch10
• Neumann, C. N.; Ritter, T. Organic Reactions - Transition-Metal-Mediated and Transition-Metal-Catalyzed Carbon–Fluorine Bond Formation. Organic Reactions 2020, 1–181. doi:10.1002/0471264180.or104.03
• Gagieva, S. C.; Tuskaev, V. A.; Saracheno, D.; Buyanovskaya, A. G.; Smirnova, O.; Zvukova, T. M.; Sizov, A.; Bulychev, B. M. Ethylene homopolymerization and copolymerization with 1-hexene and 1-octene catalyzed by titanium(IV) dichloride TADDOLate complex activated with MAO. Polymer Bulletin 2020, 78, 1967–1979. doi:10.1007/s00289-020-03195-3
• Zhang, H.; Tian, S.; Yue, Y.; Li, M.; Tong, W.; Guangyu, X.; Chen, B.; Ma, M.; Li, Y.; Wang, J.-b. Semirational Design of Fluoroacetate Dehalogenase RPA1163 for Kinetic Resolution of α-Fluorocarboxylic Acids on a Gram Scale. ACS Catalysis 2020, 10, 3143–3151. doi:10.1021/acscatal.9b04804
• Zhu, Y.; Han, J.; Wang, J.; Shibata, N.; Sodeoka, M.; Soloshonok, V. A.; Coelho, J. A. S.; Toste, F. D. Modern Approaches for Asymmetric Construction of Carbon–Fluorine Quaternary Stereogenic Centers: Synthetic Challenges and Pharmaceutical Needs. Chemical reviews 2018, 118, 3887–3964. doi:10.1021/acs.chemrev.7b00778
• Zhang, L.; Zhang, W.; Sha, W.; Mei, H.; Han, J.; Soloshonok, V. A. Detrifluoroacetylative generation and chemistry of fluorine containing tertiary enolates. Journal of Fluorine Chemistry 2017, 198, 2–9. doi:10.1016/j.jfluchem.2016.12.007
• Xu, G.-Q.; Liang, H.; Fang, J.; Jia, Z.-L.; Chen, J.-Q.; Xu, P.-F. Catalytic Enantioselective α-Fluorination of 2-Acyl Imidazoles via Iridium Complexes. Chemistry, an Asian journal 2016, 11, 3355–3358. doi:10.1002/asia.201601306
• Champagne, P. A.; Desroches, J.; Hamel, J. D.; Vandamme, M.; Paquin, J.-F. Monofluorination of Organic Compounds: 10 Years of Innovation. Chemical reviews 2015, 115, 9073–9174. doi:10.1021/cr500706a
• Xie, C.; Wu, L.; Han, J.; Soloshonok, V. A.; Pan, Y. Assembly of Fluorinated Quaternary Stereogenic Centers through Catalytic Enantioselective Detrifluoroacetylative Aldol Reactions. Angewandte Chemie (International ed. in English) 2015, 54, 6019–6023. doi:10.1002/anie.201500908
• Xie, C.; Wu, L.; Han, J.; Soloshonok, V. A.; Pan, Y. Assembly of Fluorinated Quaternary Stereogenic Centers through Catalytic Enantioselective Detrifluoroacetylative Aldol Reactions. Angewandte Chemie 2015, 127, 6117–6121. doi:10.1002/ange.201500908
• Sharma, S. K.
• Zheng, L.-S.; Wei, Y.-L.; Jiang, K.; Deng, Y.; Zheng, Z.-J.; Xu, L.-W. Enantioselective Fluorination of β‐Ketoamides Catalyzed by Ar‐BINMOL‐derived SalanCopper Complex. Advanced Synthesis & Catalysis 2014, 356, 3769–3776. doi:10.1002/adsc.201400603
• Yang, X.; Wu, T.; Phipps, R. J.; Toste, F. D. Advances in catalytic enantioselective fluorination, mono-, di-, and trifluoromethylation, and trifluoromethylthiolation reactions. Chemical reviews 2014, 115, 826–870. doi:10.1021/cr500277b
• Shirakawa, S.; Maruoka, K. Asymmetric phase-transfer reactions under base-free neutral conditions. Tetrahedron Letters 2014, 55, 3833–3839. doi:10.1016/j.tetlet.2014.05.014
• Alvarado, J.; Herrmann, A. T.; Zakarian, A. Stereoselective α-Fluorination of N-Acyloxazolidinones at Room Temperature within 1 h. The Journal of organic chemistry 2014, 79, 6206–6220. doi:10.1021/jo500957d
• Shirakawa, S. Discovery and Evolution of Base-Free Neutral Phase-Transfer Reaction System. Journal of Synthetic Organic Chemistry, Japan 2014, 72, 1374–1383. doi:10.5059/yukigoseikyokaishi.72.1374

Explore citations to this article at