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

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). © The Royal Society of Chemistry.

Authors
Voznesenskaia N.G.1 , Shmatova O.I. 1 , Khrustalev V.N. 2, 3 , Nenajdenko V.G. 1
Publisher
Royal Society of Chemistry
Number of issue
38
Language
English
Pages
7004-7011
Status
Published
Volume
16
Year
2018
Organizations
  • 1 Department of Chemistry, Lomonosov Moscow State University, Leninskiye Gory 1-3, Moscow, 119991, Russian Federation
  • 2 Peoples' Friendship University of Russia, Miklukho-Maklay Street 6, Moscow, 117198, Russian Federation
  • 3 National Research Center “Kurchatov Institute”, Acad. Kurchatov Sq., 1, Moscow, 123182, Russian Federation
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Other records

Tret'yakov A.Yu., Zakharchenko S.P., Tret'yakova V.A., Ermilov O.V., Shekhovtsov S.A., Khabibulin R.R., Aleinikova K.S., Dan V.S., Leshcheva N.A.
Terapevticheskii Arkhiv. Vol. 90. 2018. P. 96-100