2026-04-21T10:52:13Zhttps://riubu.ubu.es/oai/requestoai:riubu.ubu.es:10259/52132021-11-02T12:05:31Zcom_10259_3593com_10259_5086com_10259_2604col_10259_3594
Virumbrales, Cintia
Solas Luera, Marta
Suarez Pantiga, Samuel
Fernández Rodríguez, Manuel A.
Marín Luna, Marta
Silva López, Carlos
Sanz Díez, Roberto
2020-01-23T12:46:56Z
2020-01-23T12:46:56Z
2019-12
1477-0520
http://hdl.handle.net/10259/5213
10.1039/C9OB02126D
1477-0539
The stereospecific gold(I)-catalyzed nucleophilic cyclization of β-monosubstituted o-(alkynyl)styrenes to produce C-1 functionalized 1H-indenes including challenging substrates and nucleophiles, such as β-(cyclo)alkyl-substituted o-(alkynyl)styrenes and a variety of alcohols as well as selected electron-rich aromatics, is reported. DFT calculations support the stereochemical outcome of the process that involves the formation of a key cyclopropyl gold carbene intermediate through a regiospecific 5-endo cyclization.
Ministerio de Economía y Competitividad (MINECO) and FEDER (CTQ2016-75023-C2-1-P and 2-P), and Junta de Castilla y León and FEDER (BU291P18) and Xunta de Galicia (ED431C 2017/70 and ED431E 2018/07)
application/pdf
eng
Royal Society of Chemistry
Organic & Biomolecular Chemistry. 2019, V. 17, n. 46, p. 9924-9932
https://doi.org/10.1039/C9OB02126D
info:eu-repo/grantAgreement/MINECO/CTQ2016-75023-C2-1-P
info:eu-repo/grantAgreement/MINECO/CTQ2016-75023-C2-2-P
info:eu-repo/grantAgreement/JCyL/BU291P18
info:eu-repo/grantAgreement/XG/ED431C 2017/70
info:eu-repo/grantAgreement/XG/ED431E 2018/07)
Química orgánica
Chemistry, Organic
Gold(i)-catalyzed nucleophilic cyclization of β-monosubstituted o-(alkynyl)styrenes: a combined experimental and computational study
info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
info:eu-repo/semantics/openAccess