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Enantioselective synthesis of α-perfluoroalkylated prolines, their 6,7-membered homologues and derivatives†
Natalia G. Voznesenskaia,Olga I. Shmatova,Valentine G. Nenajdenko
Organic & Biomolecular Chemistry Pub Date : 09/11/2018 00:00:00 , DOI:10.1039/C8OB01223G
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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