dc.contributor.author
Medina-Gil, Tania
dc.contributor.author
Sadurní, Anna
dc.contributor.author
Hammarback, L. Anders
dc.contributor.author
Echavarren, Antonio M.
dc.date.accessioned
2023-08-30T08:01:42Z
dc.date.accessioned
2024-04-23T10:15:30Z
dc.date.available
2023-08-30T08:01:42Z
dc.date.available
2024-04-23T10:15:30Z
dc.date.issued
2023-08-01
dc.identifier.uri
http://hdl.handle.net/2072/536873
dc.description.abstract
Acetylene gas is an important feedstock for chemical production, although it is underutilized in organic synthesis. We have developed an intermolecular gold(I)-catalyzed alkyne/alkene reaction of o-allylphenols with acetylene gas that gives rise to chromanes by a stereospecific aryloxycyclization through the nucleophilic regioselective opening of cyclopropyl gold(I)-carbene intermediates. The synthetic application of this method was demonstrated in the late-stage functionalization of the natural product lapachol.
eng
dc.publisher
ACS Publications
dc.rights
Creative Commons. 4.0 International (CC BY 4.0)
dc.source
RECERCAT (Dipòsit de la Recerca de Catalunya)
dc.title
Gold(I)-Catalyzed Intermolecular Aryloxyvinylation with Acetylene Gas
dc.type
info:eu-repo/semantics/article
dc.type
info:eu-repo/semantics/publishedVersion
dc.relation.projectID
MCIN/AEI/10.13039/501100011033 (PID2019-104815GB-I00 and CEX2019-000925-S)
dc.relation.projectID
European Research Council (Advanced Grant 835080)
dc.relation.projectID
AGAUR (2021 SGR 01256)
dc.relation.projectID
CERCA Program/Generalitat de Catalunya
dc.relation.projectID
T.M. thanks the MCIN/AEI for a FPI predoctoral fellowship (PRE2020-092105)
dc.relation.projectID
A.S. thanks the European Union (H2020 MSCA-COFUND 801474 Postdoctoral Fellowship, GA 801474)
dc.relation.projectID
L.A.H. thanks the European Union (Horizon 2020 Marie Skłodowska-Curie Postdoctoral Fellowship, H2020-MSCA-IF-2020 under Grant Agreement No. 101029012-GASGOLD)
dc.identifier.doi
https://doi.org/10.1021/acscatal.3c02461
dc.rights.accessLevel
info:eu-repo/semantics/openAccess