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Sustainable OrganoCatalyzed Enantioselective Catalytic Michael Additions in Betaine derived Deep Eutectic Solvents
University of Evora, Portugal.
Chiratecnics, Portugal; University of Evora, Portugal.
University of Evora, Portugal.
University of Evora, Portugal.
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2023 (English)In: SynOpen, ISSN 2509-9396, Vol. 7, no 3, p. 374-Article in journal (Refereed) Published
Abstract [en]

The catalyst cinchonidine-squaramide was immobilized within three different deep eutectic solvents (DES): (Betaine: D-Sorbitol: Water), (Betaine: D-Xylitol: Water) and (Betaine: D-Mannitol: Water) and evaluated in a well-known asymmetric Michael addition. These reactions provided excellent yields (up to 99%) and enantioselectivities (up to 98%) using only 1 mol% of catalyst. It was also possible to achieve 9 cycles in reactions with DES (Betaine: D-Sorbitol: Water), proving the high recyclability of this system. In the reactions realized with only 0.5 mol% of catalyst, it was possible to achieve 5 cycles and the products were obtained with high yields (up to 95%) and excellent enantioselectivities (up to 94%), using DES (Betaine: D-Sorbitol: Water)..

Place, publisher, year, edition, pages
Georg Thieme Verlag , 2023. Vol. 7, no 3, p. 374-
Keywords [en]
Betaine, Cinchonidine-squaramide, Deep Eutectic Solvent (DES), Immobilization, Organocatalysis
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:ri:diva-65705DOI: 10.1055/a-2117-9971Scopus ID: 2-s2.0-85165607183OAI: oai:DiVA.org:ri-65705DiVA, id: diva2:1786550
Note

This work received financial support from the Fundação para a Ciência e Tecnologia (FCT Portugal) through the project UIDB/50006/2020 | UIDP/50006/2020.

Available from: 2023-08-09 Created: 2023-08-09 Last updated: 2024-06-07Bibliographically approved

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Federsel, Hans-Jürgen

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