Department of Chemistry, Lomonosov Moscow State University, Leninskiye Gory, 1-3, Moscow, 119991, Russia.
Org Biomol Chem. 2018 Oct 3;16(38):7004-7011. doi: 10.1039/c8ob01223g.
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).
使用手性有机催化的 Streck 反应,通过 5-7 元环酮亚胺对 α-全氟烷基化环状氨基酸及其衍生物进行了对映选择性合成。所制备的氨基酸腈可以转化为手性 Rf-脯氨酸及其 6,7-元同系物以及相应的酰胺和二胺(产率高达 99%,对映体过量值高达 >99%)。