新型手性四氮杂杯[4]芳烃[2]三嗪衍生物催化硝基烯烃与二酮的对映选择性Michael反应

IF 1.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2023-04-28 DOI:10.1007/s10847-023-01186-1
Hayriye Nevin Genc
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引用次数: 0

摘要

提出了一种新型的四氮杂环[4]芳烃[2]三嗪衍生物催化剂,用于硝基烯烃和二酮的对映选择性Michael加成反应。手性部分通过(S)-或(R)-(+)-1-(1-萘基)乙胺与四氮杯[4]芳烃[2]三嗪反应连接到杂原子桥接的杯三嗪支架上。为了利用手性催化剂的催化活性,二酮在甲苯中分别与多种反式β-亚硝基苯乙烯反应,得到了收率高、对映体含量高的Michael产物(收率高达96%,ee高达99%)。图形抽象
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Novel chiral Tetraazacalix[4]arene[2]triazine-based derivatives as catalysts: enantioselective Michael reaction of nitroolefins and diketones

A novel derivatives of tetraazacalix[4]arene[2]triazine-based catalysts for enantioselective Michael addition reactions of nitroolefins and diketones were presented. Chiral moieties were connected to the heteroatom-bridged calix-triazin scaffold by reactions of (S)- or (R)-(+)-1-(1-Naphthyl)ethylamine with tetraazacalix[4]arene[2]triazine. To utilize the catalytic activity of the chiral catalysts, diketones reacted with a wide variety of trans-β-nitrostyrenes in Toluene, respectively, obtaining the Michael products in excellent yields and enantiomeric excesses (up to 96% yield and 99% ee).

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来源期刊
Journal of Inclusion Phenomena and Macrocyclic Chemistry
Journal of Inclusion Phenomena and Macrocyclic Chemistry Agricultural and Biological Sciences-Food Science
CiteScore
4.10
自引率
8.70%
发文量
54
期刊介绍: The Journal of Inclusion Phenomena and Macrocyclic Chemistry is the premier interdisciplinary publication reporting on original research into all aspects of host-guest systems. Examples of specific areas of interest are: the preparation and characterization of new hosts and new host-guest systems, especially those involving macrocyclic ligands; crystallographic, spectroscopic, thermodynamic and theoretical studies; applications in chromatography and inclusion polymerization; enzyme modelling; molecular recognition and catalysis by inclusion compounds; intercalates in biological and non-biological systems, cyclodextrin complexes and their applications in the agriculture, flavoring, food and pharmaceutical industries; synthesis, characterization and applications of zeolites. The journal publishes primarily reports of original research and preliminary communications, provided the latter represent a significant advance in the understanding of inclusion science. Critical reviews dealing with recent advances in the field are a periodic feature of the journal.
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