通过改变基于 (S)-2-Aminomethylpyrrolidine 和 3,5-二叔丁基水杨醛的手性铜(II)配合物中的碱性阴离子来控制硝基醛 (Henry) 反应的选择性。

IF 4.2 2区化学 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY Molecules Pub Date : 2024-11-04 DOI:10.3390/molecules29215207

Olga V Khromova, Lidiya V Yashkina, Nadezhda V Stoletova, Victor I Maleev, Yuri N Belokon, Vladimir A Larionov

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引用次数: 0

摘要

本文是我们之前关于手性铜络合物催化能力研究的延续，该络合物基于市售的 (S)-2- 氨基甲基吡咯烷和 3,5- 二叔丁基水杨醛与各种反离子在不对称亨利反应中的作用。我们的研究结果表明，根据所用碱的类型，可以制备出产率高达 98%、ee 值高达 77% 的手性硝基醇，以及产率高达 88% 的 β-硝基苯炔。此外，研究还发现反应结果和铜（II）络合物 (S)-Cu1 和 (S)-Cu2 的催化特性受所用醛的结构影响。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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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 (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 98% and ee 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 (S)-Cu1 and (S)-Cu2 are influenced by the structure of the aldehyde used.

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来源期刊

Molecules 化学-有机化学

CiteScore

7.40

自引率

8.70%

发文量

7524

审稿时长

1.4 months

期刊介绍： Molecules (ISSN 1420-3049, CODEN: MOLEFW) is an open access journal of synthetic organic chemistry and natural product chemistry. All articles are peer-reviewed and published continously upon acceptance. Molecules is published by MDPI, Basel, Switzerland. Our aim is to encourage chemists to publish as much as possible their experimental detail, particularly synthetic procedures and characterization information. There is no restriction on the length of the experimental section. In addition, availability of compound samples is published and considered as important information. Authors are encouraged to register or deposit their chemical samples through the non-profit international organization Molecular Diversity Preservation International (MDPI). Molecules has been launched in 1996 to preserve and exploit molecular diversity of both, chemical information and chemical substances.