ENANTIOSELECTIVE SYNTHESIS OF 4,5-DISUBSTITUTED PYRROLIDIN-2-ONE DERIVATIVES WITH TWO STEREOCENTERS ON THE BASIS OF MICHAEL ADDUCTS

Authors

  • Natalija Orlova Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga LV-1006
  • Maxim Vorona Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga LV-1006
  • Vladislavs Baskevics Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga LV-1006
  • Marina Petrova Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga LV-1006
  • Sergey Belyakov Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga LV-1006
  • Helena Kazoka Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga LV-1006
  • Ruslan Muhamadejev Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga LV-1006
  • Grigory Veinberg Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga LV-1006

DOI:

https://doi.org/10.1007/5586

Keywords:

chiral Mg2 , Ni2 , and Co2 complexes, 4, 5-disubstituted pyrrolidin-2-ones, Michael adduct, asymmetric catalysis

Abstract

The addition of malonates to trans-β-alkyl-β-nitrostyrenes in the presence of chiral Mg2+ bisoxazoline complex and Ni2+ and Co2+ bis((S,S)- or (R,R)-N,N'-dibenzylcyclohexane-1,2-diamine) complexes resulted in the formation of Michael adducts with two stereocenters which were used as key precursors for the preparation of potentially biologically active enantiopure 4,5-disubstituted pyrrolidin-2-one derivatives.

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Published

2020-09-17

Issue

Vol. 56 No. 8 (2020)

Section

Original Papers