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

Natalija Orlova, Maxim Vorona, Vladislavs Baskevics, Marina Petrova, Sergey Belyakov, Helena Kazoka, Ruslan Muhamadejev, Grigory Veinberg
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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.


Keywords


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

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