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Synthesis of Substituted β-Functionalised Styrenes by Microwave-Assisted Olefin Cross-Metathesis and Scalable Synthesis of Apremilast

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cris.lastimport.scopus2024-02-12T20:31:56Z
dc.abstract.enPreparation of diversely substituted β-functionalised styrenes by microwave-assisted olefin cross-metathesis (CM) is described. This method can be also employed in the synthesis of β-deuterated α,β-unsaturated sulfones from inexpensive allylbenzenes, though unprecedented one-pot isomerisation/deuteration/cross-metathesis sequence. One of such obtained CM products has been utilised in a new scalable synthesis of Apremilast (6), a potent and orally active phosphodiesterase 4 and tumour necrosis factor-α inhibitor. The same strategy was used in synthesis of an optical antipode of 6, ent-Apremilast.
dc.affiliationUniwersytet Warszawski
dc.contributor.authorZieliński, Grzegorz Krzysztof
dc.contributor.authorPodwysocka, Dominika
dc.contributor.authorCzarnocka-Śniadała, Sylwia
dc.contributor.authorSzulc, Marcin
dc.contributor.authorJana, Anupam
dc.contributor.authorGrudzień, Krzysztof
dc.contributor.authorKajetanowicz, Anna
dc.contributor.authorGrela, Karol
dc.date.accessioned2024-01-26T09:26:58Z
dc.date.available2024-01-26T09:26:58Z
dc.date.issued2019
dc.description.financeNie dotyczy
dc.description.number23
dc.description.volume11
dc.identifier.doi10.1002/CCTC.201901473
dc.identifier.issn1867-3880
dc.identifier.urihttps://repozytorium.uw.edu.pl//handle/item/121318
dc.languageeng
dc.pbn.affiliationchemical sciences
dc.relation.ispartofChemCatChem
dc.relation.pages5808-5813
dc.rightsClosedAccess
dc.sciencecloudnosend
dc.subject.enApremilast
dc.subject.enmicrowave
dc.subject.enolefin metathesis
dc.subject.enstyrenes
dc.subject.envinyl sulfones
dc.titleSynthesis of Substituted β-Functionalised Styrenes by Microwave-Assisted Olefin Cross-Metathesis and Scalable Synthesis of Apremilast
dc.typeJournalArticle
dspace.entity.typePublication