Novel Selenoureas Based on Cinchona Alkaloid Skeleton: Synthesis and Catalytic Investigations

An efficient approach to the synthesis of chiral selenoureas consisting of Cinchona alkaloid scaffolds was described. The new selenoureas were assessed as bifunctional organocatalysts in the asymmetric Michael addition reactions under mild conditions. The best results were obtained for selenoureas b...

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Autores principales: Zielińska-Błajet, Mariola, Najdek, Joanna
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7866029/
https://www.ncbi.nlm.nih.gov/pubmed/33525376
http://dx.doi.org/10.3390/ma14030600
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author Zielińska-Błajet, Mariola
Najdek, Joanna
author_facet Zielińska-Błajet, Mariola
Najdek, Joanna
author_sort Zielińska-Błajet, Mariola
collection PubMed
description An efficient approach to the synthesis of chiral selenoureas consisting of Cinchona alkaloid scaffolds was described. The new selenoureas were assessed as bifunctional organocatalysts in the asymmetric Michael addition reactions under mild conditions. The best results were obtained for selenoureas bearing the 4-fluorophenyl group. These catalysts promoted the reactions with enantioselectivities of up to 96% ee. Additionally, the catalytic performance of the thiourea and selenourea counterpart was compared.
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spelling pubmed-78660292021-02-07 Novel Selenoureas Based on Cinchona Alkaloid Skeleton: Synthesis and Catalytic Investigations Zielińska-Błajet, Mariola Najdek, Joanna Materials (Basel) Article An efficient approach to the synthesis of chiral selenoureas consisting of Cinchona alkaloid scaffolds was described. The new selenoureas were assessed as bifunctional organocatalysts in the asymmetric Michael addition reactions under mild conditions. The best results were obtained for selenoureas bearing the 4-fluorophenyl group. These catalysts promoted the reactions with enantioselectivities of up to 96% ee. Additionally, the catalytic performance of the thiourea and selenourea counterpart was compared. MDPI 2021-01-28 /pmc/articles/PMC7866029/ /pubmed/33525376 http://dx.doi.org/10.3390/ma14030600 Text en © 2021 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Zielińska-Błajet, Mariola
Najdek, Joanna
Novel Selenoureas Based on Cinchona Alkaloid Skeleton: Synthesis and Catalytic Investigations
title Novel Selenoureas Based on Cinchona Alkaloid Skeleton: Synthesis and Catalytic Investigations
title_full Novel Selenoureas Based on Cinchona Alkaloid Skeleton: Synthesis and Catalytic Investigations
title_fullStr Novel Selenoureas Based on Cinchona Alkaloid Skeleton: Synthesis and Catalytic Investigations
title_full_unstemmed Novel Selenoureas Based on Cinchona Alkaloid Skeleton: Synthesis and Catalytic Investigations
title_short Novel Selenoureas Based on Cinchona Alkaloid Skeleton: Synthesis and Catalytic Investigations
title_sort novel selenoureas based on cinchona alkaloid skeleton: synthesis and catalytic investigations
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7866029/
https://www.ncbi.nlm.nih.gov/pubmed/33525376
http://dx.doi.org/10.3390/ma14030600
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