PreprintArticleVersion 1This version is not peer-reviewed
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
Version 1
: Received: 4 October 2024 / Approved: 7 October 2024 / Online: 8 October 2024 (11:14:28 CEST)
How to cite:
Khromova, O. V.; Yashkina, L. V.; Stoletova, N. V.; Maleev, V. I.; Belokon, Y. N.; Larionov, V. A. 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. Preprints2024, 2024100444. https://doi.org/10.20944/preprints202410.0444.v1
Khromova, O. V.; Yashkina, L. V.; Stoletova, N. V.; Maleev, V. I.; Belokon, Y. N.; Larionov, V. A. 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. Preprints 2024, 2024100444. https://doi.org/10.20944/preprints202410.0444.v1
Khromova, O. V.; Yashkina, L. V.; Stoletova, N. V.; Maleev, V. I.; Belokon, Y. N.; Larionov, V. A. 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. Preprints2024, 2024100444. https://doi.org/10.20944/preprints202410.0444.v1
APA Style
Khromova, O. V., Yashkina, L. V., Stoletova, N. V., Maleev, V. I., Belokon, Y. N., & Larionov, V. A. (2024). 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. Preprints. https://doi.org/10.20944/preprints202410.0444.v1
Chicago/Turabian Style
Khromova, O. V., Yuri N. Belokon and Vladimir A. Larionov. 2024 "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" Preprints. https://doi.org/10.20944/preprints202410.0444.v1
Abstract
This article is a continuation of our previous research on the catalytic capability of chiral copper complex based on commercially available (S)-2-aminomethylpyrrolidine and 3,5-di-tert-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 97% and ee values up to 78%, as well as β-nitrostyrenes with yields up to 82% can be produced. Additionally, it has been found that the outcome of the reaction and the catalytic properties of copper(II) complexes (S)-Cu1 and (S)-Cu2 are influenced by the structure of the aldehyde used.
Keywords
Henry reaction; Copper complex; Nitroalcohols; Nitrostyrenes; Enantioselectivity
Subject
Chemistry and Materials Science, Organic Chemistry
Copyright:
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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