All four stereoisomers of 4-CF3O-proline have been synthesized through a fluorodesulfurization approach using the corresponding 4-hydroxyprolines as starting materials. The investigation of their lipophilicity characteristics and comparison with those of other 4-substituted proline analogs demonstrated a similar impact of CF3 and CF3O groups on log D.
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I. G. Logvinenko, I. V. Sadkova, N. A. Tolmachova, S. V. Shishkina, C. G. Daniliuc, G. Haufe and I. S. Kondratov, Org. Biomol. Chem., 2024, 22, 7982 DOI: 10.1039/D4OB00688G
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