Asymmetric Michael reaction between aldehydes and nitroalkanes promoted by pyrrolidine-containing C2-symmetric organocatalysts


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Abstract

Bifunctional C2-symmetric organocatalysts derived from chiral 1,2-diaminoethanes and (S)-2-aminomethylpyrrolidine were fi rst used for promoting the asymmetric Michael addition of aliphatic aldehydes to nitroalkenes. The synthesized enantioenriched (up to 82% ee) products can be transformed into various biologically active γ-aminobutyric acid derivatives.

About the authors

K. A. Bykova

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences; Dmitry Mendeleev University of Chemical Technology of Russia

Email: bykova_ksyusha@mail.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991; 9 Miusskaya pl., Moscow, 125047

A. A. Kostenko

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Author for correspondence.
Email: bykova_ksyusha@mail.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991

A. S. Kucherenko

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: bykova_ksyusha@mail.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991

S. G. Zlotin

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: bykova_ksyusha@mail.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991

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