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• W2079575511 abstract "Enantiomerically pure N,O-protected β-trifluoromethyl isoserine derivatives of (2S,3S)- and (2R,3S)-absolute configurations have been easily prepared by diastereoselective addition of the enolates, derived from O-protected α-hydroxyacetates, to (S)-N-tert-butanesulfinyl (3,3,3)-trifluoroacetaldimine with high combined yield and good syn/anti stereoselectivity. To explain the unusual stereochemical outcome in these reactions a mechanistic rationale involving the addition of Z-enolates to (S)-imines via open transition states was proposed on the basis of the experimental data. Elaboration of these products via chemoselective manipulation of the protecting groups has been demonstrated." @default.
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• W2079575511 date "2013-01-01" @default.
• W2079575511 modified "2023-10-18" @default.
• W2079575511 title "New asymmetric approach to β-trifluoromethyl isoserines" @default.
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• W2079575511 doi "https://doi.org/10.1039/c3ra40687c" @default.
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