{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,4]],"date-time":"2026-05-04T13:12:20Z","timestamp":1777900340621,"version":"3.51.4"},"reference-count":15,"publisher":"Georg Thieme Verlag KG","issue":"03","license":[{"start":{"date-parts":[[2023,6,26]],"date-time":"2023-06-26T00:00:00Z","timestamp":1687737600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia","award":["UIDB\/50006\/2020 |UIDP\/50006\/2020"],"award-info":[{"award-number":["UIDB\/50006\/2020 |UIDP\/50006\/2020"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["SynOpen"],"published-print":{"date-parts":[[2023,8]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>The organocatalyst cinchonidine-squaramide was immobilized within three different deep eutectic solvents (DESs): 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 organocatalyst. 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 organocatalyst, 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).<\/jats:p>","DOI":"10.1055\/a-2117-9971","type":"journal-article","created":{"date-parts":[[2023,6,26]],"date-time":"2023-06-26T22:55:11Z","timestamp":1687820111000},"page":"374-380","source":"Crossref","is-referenced-by-count":14,"title":["Sustainable Organocatalyzed Enantioselective Catalytic Michael Additions in Betaine-Derived Deep Eutectic Solvents"],"prefix":"10.1055","volume":"07","author":[{"given":"Anthony J.","family":"Burke","sequence":"first","affiliation":[{"name":"Chemistry and Biochemistry Department, School of Science and Technology, University of \u00c9vora"},{"name":"LAQV-REQUIMTE, Institute for Research and Advanced Studies, University of \u00c9vora"}]},{"given":"Daniela P.","family":"Fonseca","sequence":"additional","affiliation":[{"name":"Chemistry and Biochemistry Department, School of Science and Technology, University of \u00c9vora"}]},{"given":"Ana C.","family":"Amorim","sequence":"additional","affiliation":[{"name":"Chiratecnics, LDA, PO, Rossio, \u00c9vora"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8117-7737","authenticated-orcid":false,"given":"Elisabete P.","family":"Carreiro","sequence":"additional","affiliation":[{"name":"LAQV-REQUIMTE, Institute for Research and Advanced Studies, University of \u00c9vora"}]},{"given":"Jo\u00e3o P. 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Rev."},{"key":"ref8","doi-asserted-by":"crossref","first-page":"568","DOI":"10.1515\/gps-2019-0026","volume":"8","author":"Y Cui","year":"2019","journal-title":"Green Process. Synth."},{"key":"ref9","first-page":"152","volume":"10","author":"F A Vicente","year":"2020","journal-title":"Biopolymers"},{"key":"ref10","doi-asserted-by":"crossref","first-page":"11880","DOI":"10.1021\/acs.iecr.0c00762","volume":"25","author":"A Gut\u00ederrez","year":"2020","journal-title":"Ind. Eng. Chem."},{"key":"ref11","first-page":"131","volume":"2","author":"N Fanjul-Mosteir\u00edn","year":"2021","journal-title":"Tetrahedron"},{"key":"ref12","doi-asserted-by":"crossref","first-page":"1756","DOI":"10.1055\/a-1916-4858","volume":"33","author":"A C Amorim","year":"2022","journal-title":"Synlett"},{"key":"ref13","first-page":"14416","volume":"44","author":"K Hagihara","year":"2008","journal-title":"J. Am. Chem. 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