M. V. Zelentsova, I. V. Sandulenko, E. K. Melnikova, S. K. Moiseev, “19F NMR determination of the C20 absolute configuration of C21-fluorinated arylthevinols”, Mendeleev Commun., 2022, Volume 32, Issue 1,Pages 97

This article is cited in 5 papers

Communications

¹⁹F NMR determination of the C²⁰ absolute configuration of C²¹-fluorinated arylthevinols

M. V. Zelentsova^a, I. V. Sandulenko^a, E. K. Melnikova^ab, S. K. Moiseev^a

^a A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation
^b Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation

Abstract: 21,21,21-Trifluoro(aryl)thevinols were synthesized by the reaction of 21,21,21-trifluorothevinone with aryl Grignard reagents. The absolute configuration at C²⁰ atom in these CF₃-substituted alcohols can be easily determined by one-dimensional ¹⁹F NMR spectroscopy that was verified by X-ray diffraction studies.

Keywords: thevinone, thevinols, orvinols, alkaloids, organofluorine compounds, Grignard reaction, absolute configuration, ¹⁹F NMR.

Language: English

DOI: 10.1016/j.mencom.2022.01.031

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