Evaluation of the enantioselectivity of new chiral ligands based on imidazolidin-4-one derivatives

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F24%3A39921764" target="_blank" >RIV/00216275:25310/24:39921764 - isvavai.cz</a>
Result on the web
<a href="https://www.beilstein-journals.org/bjoc/articles/20/62" target="_blank" >https://www.beilstein-journals.org/bjoc/articles/20/62</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.3762/bjoc.20.62" target="_blank" >10.3762/bjoc.20.62</a>

Result language
angličtina
Original language name
Evaluation of the enantioselectivity of new chiral ligands based on imidazolidin-4-one derivatives
Original language description
The new chiral ligands I-III based on derivatives of imidazolidin-4-one were synthesised and characterised. The catalytic activity and enantioselectivity of their corresponding copper(II) complexes were studied in asymmetric Henry reactions. It was found that the enantioselectivity of these catalysts is overall very high and depends on the relative configuration of the ligand used; cis-configuration of ligand affords the nitroaldols with major enantiomer S- (up to 97% ee), whereas the application of ligands with transconfiguration led to nitroaldols with major R-enantiomer (up to 96% ee). The ""proline-type"" ligand IV was also tested in asymmetric aldol reactions. Under the optimised reaction conditions, aldol products with enantioselectivities of up to 91% ee were obtained.
Czech name
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Czech description
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Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10401 - Organic chemistry

Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2024
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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