Large-scale ruthenium- and enzyme-catalyzed dynamic kinetic resolution of (rac)-1-phenylethanol

Scholarly Works

• González-Granda, S.; Albarrán-Velo, J.; Lavandera, I.; Gotor-Fernández, V. Expanding the Synthetic Toolbox through Metal-Enzyme Cascade Reactions. Chemical reviews 2023, 123, 5297–5346. doi:10.1021/acs.chemrev.2c00454
• Zheng, Y.; Chen, J.; Duan, C.; Zhang, X.; Xu, X.; Gou, Q. Accurate Geometry and Non-Covalent Interactions in 1-Phenylethanol and its Monohydrate: A Rotational Study. Chemphyschem : a European journal of chemical physics and physical chemistry 2023, 24, e202200804. doi:10.1002/cphc.202200804
• Wørmer, G.; Poulsen, T. Acylation-Type Reactions: Synthesis of Esters Via Selective Acyl Transfer. Reference Module in Chemistry, Molecular Sciences and Chemical Engineering; Elsevier, 2023. doi:10.1016/b978-0-323-96025-0.00023-5
• Koszelewski, D.; Brodzka, A.; Madej, A.; Trzepizur, D.; Ostaszewski, R. Evaluation of gem-Diacetates as Alternative Reagents for Enzymatic Regio- and Stereoselective Acylation of Alcohols. The Journal of organic chemistry 2021, 86, 6331–6342. doi:10.1021/acs.joc.1c00154
• Weican, W.; Li, L.; Xiaoda, W.; Qiu, T.; Yang, J.; Changshen, Y. Reaction kinetic studies on the immobilized-lipase catalyzed enzymatic resolution of 1-phenylethanol transesterification with ethyl butyrate. Biocatalysis and Biotransformation 2020, 39, 29–40. doi:10.1080/10242422.2020.1855150
• Koszelewski, D.; Borys, F.; Brodzka, A.; Ostaszewski, R. Synthesis of Enantiomerically Pure 5,6-Dihydropyran-2-ones via Chemoenzymatic Sequential DKR-RCM Reaction. European Journal of Organic Chemistry 2019, 2019, 1653–1658. doi:10.1002/ejoc.201801819
• Morgan, P. J.; Lorenzini, F.; Marr, A. C. Conversion of Biomass Using Simultaneous Chemo- and Bio-catalysis. Biofuels and Biorefineries; Springer Singapore, 2017; pp 347–378. doi:10.1007/978-981-10-5137-1_12
• Verho, O.; Bäckvall, J.-E. Chemoenzymatic dynamic kinetic resolution: a powerful tool for the preparation of enantiomerically pure alcohols and amines. Journal of the American Chemical Society 2015, 137, 3996–4009. doi:10.1021/jacs.5b01031
• de Miranda, A. S.; Miranda, L. S. M.; de Souza, R. O. M. A. Lipases: Valuable catalysts for dynamic kinetic resolutions. Biotechnology advances 2015, 33, 372–393. doi:10.1016/j.biotechadv.2015.02.015
• Shuklov, I. A.; Dubrovina, N. V.; Schulze, J.; Tietz, W.; Börner, A. Synthesis of (R)-propane-1,2-diol from lactides by dynamic kinetic resolution. Tetrahedron Letters 2014, 55, 3495–3497. doi:10.1016/j.tetlet.2014.04.097
• Friedrich, S.; Gröbe, G.; Kluge, M.; Brinkmann, T.; Hofrichter, M.; Scheibner, K. Optimization of a biocatalytic process to gain (R)-1-phenylethanol by applying the software tool Sabento for ecological assessment during the early stages of development. Journal of Molecular Catalysis B: Enzymatic 2014, 103, 36–40. doi:10.1016/j.molcatb.2013.10.002
• Zell, D.; Schreiner, P. R. 6.08 Acylation-Type Reactions: Synthesis of Esters via Acyl Transfer. Comprehensive Organic Synthesis II; Elsevier, 2014; pp 296–354. doi:10.1016/b978-0-08-097742-3.00611-x
• Im, J.-S.; Ahn, S.-H.; Park, Y.-H. Reaction characteristics of the dynamic kinetic resolution of 1-phenylethanol over Ru complexes immobilized on PTA-modified γ-alumina and Novozym 435®. Chemical Engineering Journal 2013, 234, 49–56. doi:10.1016/j.cej.2013.08.057
• Warner, M. C.; Shevchenko, G. A.; Jouda, S.; Bogár, K.; Bäckvall, J.-E. Dynamic kinetic resolution of homoallylic alcohols: application to the synthesis of enantiomerically pure 5,6-dihydropyran-2-ones and δ-lactones. Chemistry (Weinheim an der Bergstrasse, Germany) 2013, 19, 13859–13864. doi:10.1002/chem.201301980
• Mavrynsky, D.; Murzin, D. Y.; Leino, R. Kinetic Studies on sec‐Alcohol Racemization with Dicarbonylchloro(pentabenzylcyclopentadienyl)‐ and Dicarbonylchloro(pentaphenylcyclopentadienyl)ruthenium Catalysts. ChemCatChem 2013, 5, 2436–2445. doi:10.1002/cctc.201300163
• der Naturwissenschaften, D.
• Hoyos, P.; Pace, V.; Alcántara, A. R. Dynamic Kinetic Resolution via Hydrolase‐Metal Combo Catalysis in Stereoselective Synthesis of Bioactive Compounds. Advanced Synthesis & Catalysis 2012, 354, 2585–2611. doi:10.1002/adsc.201200365
• Ahmed, M.; Kelly, T.; Ghanem, A. Applications of enzymatic and non-enzymatic methods to access enantiomerically pure compounds using kinetic resolution and racemisation. Tetrahedron 2012, 68, 6781–6802. doi:10.1016/j.tet.2012.05.049
• Mikhailine, A. A.; Maishan, M. I.; Lough, A. J.; Morris, R. H. The mechanism of efficient asymmetric transfer hydrogenation of acetophenone using an iron(II) complex containing an (S,S)-Ph2PCH2CH═NCHPhCHPhN═CHCH2PPh2 ligand: partial ligand reduction is the key. Journal of the American Chemical Society 2012, 134, 12266–12280. doi:10.1021/ja304814s
• Marcos, R.; Martín-Matute, B. Combined Enzyme and Transition-Metal Catalysis for Dynamic Kinetic Resolutions. Israel Journal of Chemistry 2012, 52, 639–652. doi:10.1002/ijch.201200012

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