Selectivity Control in Nitroaldol (Henry) Reaction by Changing the Basic Anion in a Chiral Copper(II) Complex Based on (S)-2-Aminomethylpyrrolidine and 3,5-Di-tert-butylsalicylaldehyde

This article is a continuation of our previous research on the catalytic capability of a chiral copper complex based on commercially available (<i>S</i>)-2-aminomethylpyrrolidine and 3,5-di-<i>tert</i>-butylsalicylaldehyde with various counter-anions in the asymmetric Henry reaction. Our findings indicate that depending on the type of base used, chiral nitroalcohols with yields up to 98% and <i>ee</i> values up to 77%, as well as β-nitrostyrenes with yields up to 88%, can be produced. Additionally, it has been found that the outcome of the reaction and the catalytic properties of copper (II) complexes (<i>S</i>)-<b>Cu1</b> and (<i>S</i>)-<b>Cu2</b> are influenced by the structure of the aldehyde used.

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Publication Details

Journal
Molecules
Published
2024-11-04
DOI
https://doi.org/10.3390/molecules29215207
Citations
2
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
0.32

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article

Selectivity Control in Nitroaldol (Henry) Reaction by Changing the Basic Anion in a Chiral Copper(II) Complex Based on (S)-2-Aminomethylpyrrolidine and 3,5-Di-tert-butylsalicylaldehyde

Nadezhda V. Stoletova, Vladimir A. Larionov, Yuri N. Belokoń, Olga V. Khromova et al.
2 citations
Molecules
Asymmetric Hydrogenation and Catalysis
0.32
article

Selectivity Control in Nitroaldol (Henry) Reaction by Changing the Basic Anion in a Chiral Copper(II) Complex Based on (S)-2-Aminomethylpyrrolidine and 3,5-Di-tert-butylsalicylaldehyde

Nadezhda V. Stoletova, Vladimir A. Larionov, Yuri N. Belokoń, Olga V. Khromova, Victor I. Maleev, L. V. Yashkina
article en
2 citations

Abstract

This article is a continuation of our previous research on the catalytic capability of a chiral copper complex based on commercially available (<i>S</i>)-2-aminomethylpyrrolidine and 3,5-di-<i>tert</i>-butylsalicylaldehyde with various counter-anions in the asymmetric Henry reaction. Our findings indicate that depending on the type of base used, chiral nitroalcohols with yields up to 98% and <i>ee</i> values up to 77%, as well as β-nitrostyrenes with yields up to 88%, can be produced. Additionally, it has been found that the outcome of the reaction and the catalytic properties of copper (II) complexes (<i>S</i>)-<b>Cu1</b> and (<i>S</i>)-<b>Cu2</b> are influenced by the structure of the aldehyde used.

MoleculesVol. 29(21)
Peoples' Friendship University of Russia (RU), A. N. Nesmeyanov Institute of Organoelement Compounds (RU)
Russian Science Foundation, Ministry of Science and Higher Education of the Russian Federation, RUDN University
Clean water and sanitation
Openalex Percentile: Top 48%
Asymmetric Hydrogenation and Catalysis
0.32
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