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Monofluorinated aziridines in asymmetric synthesis of chiral fluorinated prop-2-yn-1-amines |
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| Authors: | A. S. Konev K. Abbaspour Tehrani A. F. Khlebnikov M. S. Novikov J. Magull |
| Affiliation: | 1.St. Petersburg State University,St. Petersburg,Russia;2.Faculty of Sciences, Department of Applied Biological Sciences and Engineering, Laboratory for Organic Chemistry,Vrije Universiteit,Brussel,Belgium;3.Inorganic Chemistry Institute,Georg-August University,G?ttingen,Germany |
| Abstract: | Nonracemic C-fluoroaziridines were synthesized for the first time by reaction of fluorocarbene with N-diphenylmethylidene-substituted natural amino acid esters. The products were shown to be used in asymmetric synthesis of chiral fluorinated prop-2-yn-1-amines via one-pot process involving isomerization of 2-fluoroaziridines into α-fluoro imines and subsequent reaction with alkynyldifluoroborane generated in situ. |
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