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Issue 39, 2014
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Generalized access to fluorinated β-keto amino compounds through asymmetric additions of α,α-difluoroenolates to CF3-sulfinylimine

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Abstract

CF3-containing chiral imines readily react with α,α-difluoroenolates affording a novel type of β-keto-amino compounds featuring the R-CO-CF2-CH(NH2)-CF3 moiety. The reactions feature exceptional generality allowing preparation of various aromatic, hetero-aromatic and aliphatic derivatives in high yields and diastereoselectivity. The products are configurationally stable and can be transformed to more functionalized complex compounds.

Graphical abstract: Generalized access to fluorinated β-keto amino compounds through asymmetric additions of α,α-difluoroenolates to CF3-sulfinylimine

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Publication details

The article was received on 25 Jul 2014, accepted on 12 Aug 2014 and first published on 13 Aug 2014


Article type: Paper
DOI: 10.1039/C4OB01575D
Citation: Org. Biomol. Chem., 2014,12, 7836-7843
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    Generalized access to fluorinated β-keto amino compounds through asymmetric additions of α,α-difluoroenolates to CF3-sulfinylimine

    C. Xie, L. Wu, H. Mei, V. A. Soloshonok, J. Han and Y. Pan, Org. Biomol. Chem., 2014, 12, 7836
    DOI: 10.1039/C4OB01575D

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