Highly Selective Synthesis of Seven-Membered Azaspiro Compounds by a Rh(I)-Catalyzed Cycloisomerization/Diels-Alder Cascade of 1,5-Bisallenes
dc.contributor.author
dc.date.accessioned
2022-06-01T06:36:26Z
dc.date.available
2022-06-01T06:36:27Z
dc.date.issued
2022-03-24
dc.identifier.issn
0022-3263
dc.identifier.uri
dc.description.abstract
The synthesis of spiro compounds featuring seven- and six-membered rings in the spirobicyclic motif is successfully achieved through a cascade process encompassing a rhodium(I)-catalyzed cycloisomerization followed by a highly selective Diels-Alder homodimerization. The scope of the reaction is analyzed based on a series of synthetic substrates, and control experiments and DFT calculations led us to justify the exquisite degree of selectivity observed
dc.description.sponsorship
We are grateful for financial support from the Ministerio de
Ciencia e Innovación (PID2020-113711GB-I00 MCIN/AEI/
10.13039/501100011033), the Generalitat de Catalunya
(Project 2017-SGR-39), and the UdG for an IF predoctoral
grant to J.V. Open Access funding provided thanks to the
CRUE-CSIC agreement with ACS
dc.format.extent
8 p.
dc.format.mimetype
application/pdf
dc.language.iso
eng
dc.publisher
American Chemical Society (ACS)
dc.relation.isformatof
Reproducció digital del document publicat a: https://doi.org/10.1021/acs.joc.2c00065
dc.relation.ispartof
Journal of Organic Chemistry, 2022, vol. 87, núm. 8, p. 5279-5286
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Articles publicats (D-Q)
dc.rights
Reconeixement 4.0 Internacional
dc.rights.uri
dc.source
Vila Vadrí, Jordi Solà i Puig, Miquel Pla i Quintana, Anna Roglans i Ribas, Anna 2022 Highly Selective Synthesis of Seven-Membered Azaspiro Compounds by a Rh(I)-Catalyzed Cycloisomerization/Diels-Alder Cascade of 1,5-Bisallenes Journal of Organic Chemistry 87 8 5279 5286
dc.subject
dc.title
Highly Selective Synthesis of Seven-Membered Azaspiro Compounds by a Rh(I)-Catalyzed Cycloisomerization/Diels-Alder Cascade of 1,5-Bisallenes
dc.type
info:eu-repo/semantics/article
dc.rights.accessRights
info:eu-repo/semantics/openAccess
dc.relation.projectID
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2020-113711GB-I00/ES/DISEÑO Y SINTESIS DE FULLERENOS PARA LA CONSTRUCCION DE CELDAS SOLARES HIBRIDAS DE PEROVSKITA Y FULERENOS D ALTO RENDIMIENTO. UN ENFOQUE EXPERIMENTAL Y COMPUTACIONAL SINERGICO/
dc.type.version
info:eu-repo/semantics/publishedVersion
dc.identifier.doi
dc.identifier.idgrec
035322
dc.contributor.funder
dc.type.peerreviewed
peer-reviewed
dc.relation.FundingProgramme
dc.relation.ProjectAcronym
dc.identifier.eissn
1520-6904