Eugenie A Rastorguev

Publications (6)18.88 Total impact

• Article: Application of a new amidophosphite ligand to Rh-catalyzed asymmetric hydrogenation of β-dehydroamino acid derivatives in supercritical carbon dioxide: activation effect of protic Co-solvents.

  Sergey E Lyubimov, Eugenie A Rastorguev, Vadim A Davankov
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  ABSTRACT: New chiral amidophosphite ligand was synthesized and tested in the Rh-catalyzed asymmetric hydrogenation of (Z)-β-(acylamino)acrylates in protic solvents and supercritical carbon dioxide (scCO(2) ) The catalytic performance is affected greatly by the acidity of the solvents. Better enantioselectivity (up to 88% ee) was achieved in scCO(2) containing 1,1,1,3,3,3-hexafluoro-2-propanol, compared to neat protic solvents.
  Chirality 09/2011; 23(8):624-7. · 2.35 Impact Factor
• Article: (S)-6-Bromo-BINOL-based phosphoramidite ligand with C(1) symmetry for enantioselective hydrogenation and allylic substitution.

  Konstantin N Gavrilov, Eduard B Benetsky, Vladimir E Boyko, Eugenie A Rastorguev, Vadim A Davankov, Benjamin Schäffner, Armin Börner
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  ABSTRACT: (S)-6-Br-BINOL-derived phosphoramidite, a simple monodentate ligand with a stereogenic center at the phosphorus atom, was synthesized for the first time. This stereoselector generated a high level of enantioselectivity (80-95% ee) in the rhodium-catalyzed hydrogenation of alpha-dehydrocarboxylic acid esters and was also successfully employed in the asymmetric palladium-catalyzed allylic substitution of (E)-1,3-diphenylallyl acetate. The optical yield also showed significant dependence with reaction type: up to 70% ee for allylic amination, up to 75% ee for allylic sulfonylation, and up to 90% ee for allylic alkylation.
  Chirality 10/2010; 22(9):844-8. · 2.35 Impact Factor
• Article: Asymmetric Catalytic Reactions Using P*‐Mono‐, P*,N‐ and P*,P*‐Bidentate Diamidophosphites with BINOL Backbones and 1,3,2‐Diazaphospholidine Moieties: Differences in the Enantioselectivity

  Konstantin N. Gavrilov, Sergey V. Zheglov, Eugenie A. Rastorguev, Nikolay N. Groshkin, Marina G. Maksimova, Eduard B. Benetsky, Vadim A. Davankov, Manfred T. Reetz
  Advanced Synthesis & Catalysis 09/2010; 352(14‐15):2599 - 2610. · 6.05 Impact Factor
• Article: (S)‐6‐Bromo‐BINOL‐based phosphoramidite ligand with C1 symmetry for enantioselective hydrogenation and allylic substitution

  Konstantin N. Gavrilov, Eduard B. Benetsky, Vladimir E. Boyko, Eugenie A. Rastorguev, Vadim A. Davankov, Benjamin Schäffner, Armin Börner
  [show abstract] [hide abstract]
  ABSTRACT: (S)-6-Br-BINOL-derived phosphoramidite, a simple monodentate ligand with a stereogenic center at the phosphorus atom, was synthesized for the first time. This stereoselector generated a high level of enantioselectivity (80–95% ee) in the rhodium-catalyzed hydrogenation of α-dehydrocarboxylic acid esters and was also successfully employed in the asymmetric palladium-catalyzed allylic substitution of (E)-1,3-diphenylallyl acetate. The optical yield also showed significant dependence with reaction type: up to 70% ee for allylic amination, up to 75% ee for allylic sulfonylation, and up to 90% ee for allylic alkylation. Chirality, 2010. © 2010 Wiley-Liss, Inc.
  Chirality 04/2010; 22(9):844 - 848. · 2.35 Impact Factor
• Article: Bulky P*‐Chirogenic Diazaphospholidines as Monodentate Ligands for Asymmetric Catalysis

  Konstantin N. Gavrilov, Eduard B. Benetskiy, Tatiana B. Grishina, Eugenie A. Rastorguev, Marina G. Maksimova, Sergey V. Zheglov, Vadim A. Davankov, Benjamin Schäffner, Armin Börner, Stephane Rosset, Gaelle Bailat, Alexandre Alexakis
  Annalen der Chemie und Pharmacie 06/2009; 2009(23):3923 - 3929. · 3.10 Impact Factor
• Article: Diamidophosphites with isomeric carborane fragments: a comparison of catalytic activity in asymmetric Pd-catalyzed allylic substitution reactions

  Sergey E. Lyubimov, Vadim A. Davankov, Konstantin N. Gavrilov, Tatiana B. Grishina, Eugenie A. Rastorguev, Andrey A. Tyutyunov, Tatiana A. Verbitskaya, Valery N. Kalinin, Evamarie Hey-Hawkins
  Tetrahedron Letters 51(13):1682-1684. · 2.68 Impact Factor