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Issue 38, 2018
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Enantioselective synthesis of α-perfluoroalkylated prolines, their 6,7-membered homologues and derivatives

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Abstract

Enantioselective synthesis of α-perfluoroalkylated cyclic amino acids and their derivatives was elaborated using the organocatalytic Strecker reaction with 5–7 membered cyclic ketimines. The prepared amino nitriles could be transformed into chiral Rf-prolines and their 6,7-membered homologues as well as their corresponding amides and diamines (yields up to 99%, up to >99% ee).

Graphical abstract: Enantioselective synthesis of α-perfluoroalkylated prolines, their 6,7-membered homologues and derivatives

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Publication details

The article was received on 24 May 2018, accepted on 07 Sep 2018 and first published on 11 Sep 2018


Article type: Paper
DOI: 10.1039/C8OB01223G
Citation: Org. Biomol. Chem., 2018,16, 7004-7011
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    Enantioselective synthesis of α-perfluoroalkylated prolines, their 6,7-membered homologues and derivatives

    N. G. Voznesenskaia, O. I. Shmatova, V. N. Khrustalev and V. G. Nenajdenko, Org. Biomol. Chem., 2018, 16, 7004
    DOI: 10.1039/C8OB01223G

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