1. Dipòsit Digital de la Universitat de Barcelona
  2. Recerca
  3. Química Inorgànica i Orgànica
  4. Articles publicats en revistes (Química Inorgànica i Orgànica)
Please use this identifier to cite or link to this item: https://hdl.handle.net/2445/220553
Full metadata record
DC FieldValueLanguage
dc.contributor.authorBellido, Marina-
dc.contributor.authorGarçon, Martí-
dc.contributor.authorVerdaguer i Espaulella, Xavier-
dc.contributor.authorRiera i Escalé, Antoni-
dc.date.accessioned2025-04-23T15:40:02Z-
dc.date.available2025-04-23T15:40:02Z-
dc.date.issued2024-12-01-
dc.identifier.issn1615-4150-
dc.identifier.urihttps://hdl.handle.net/2445/220553-
dc.description.abstractA one-pot Pd-catalyzed tandem process to prepare (2-arylallyl) aryl sulfones has been developed. This strategy is based on the modular assembly of a boronic acid, a sodium sulfinate and 2-bromoallyl acetate. The reaction is completely regioselective towards the terminal alkene, yielding (2-arylallyl) aryl (or alkyl) sulfones with yields ranging from 56 to 93%. Control experiments together with DFT calculations allowed to propose a plausible reaction mechanism of the tandem reaction. The usefulness of this methodology has been demonstrated with the formal synthesis of the marketed drug Apremilast and of several natural products by asymmetric hydrogenation. Using the commercially available UbaPHOX iridium complex, chiral ?-methyl sulfones with up to 98% ee were obtained.-
dc.format.extent10 p.-
dc.format.mimetypeapplication/pdf-
dc.language.isoeng-
dc.publisherWiley-VCH-
dc.relation.isformatofReproducció del document publicat a: https://doi.org/doi.org/10.1002/adsc.202400181-
dc.relation.ispartofAdvanced Synthesis & Catalysis, 2024, vol. 366, p. 2791-2800-
dc.relation.urihttps://doi.org/doi.org/10.1002/adsc.202400181-
dc.rightscc-by (c) Bellido, Marina et al., 2024-
dc.rights.urihttp://creativecommons.org/licenses/by/3.0/es/*
dc.sourceArticles publicats en revistes (Química Inorgànica i Orgànica)-
dc.subject.classificationCatàlisi homogènia-
dc.subject.classificationIridi-
dc.subject.classificationPal·ladi (Element químic)-
dc.subject.otherHomogeneous catalysis-
dc.subject.otherIridium-
dc.subject.otherPalladium-
dc.titleThree-Component Palladium-Catalyzed Tandem Suzuki-Miyaura/Allylic Substitution: A Regioselective Synthesis of (2-Arylallyl) Aryl Sulfones-
dc.typeinfo:eu-repo/semantics/article-
dc.typeinfo:eu-repo/semantics/publishedVersion-
dc.identifier.idgrec748912-
dc.date.updated2025-04-23T15:40:02Z-
dc.rights.accessRightsinfo:eu-repo/semantics/openAccess-
Appears in Collections:Articles publicats en revistes (Química Inorgànica i Orgànica)
Articles publicats en revistes (Institut de Recerca Biomèdica (IRB Barcelona))

Files in This Item:
File Description SizeFormat 
861688.pdf9.37 MBAdobe PDFView/Open
Show simple item record


This item is licensed under a Creative Commons License Creative Commons