First aromatic amine organocatalysed activation of alpha, beta- unsaturated ketones
Sonsona, I.G. ; Marques-Lopez, E. (Universidad de Zaragoza) ; Gimeno, M.C. (Universidad de Zaragoza) ; Herrera, R.P.
Resumen: This work provides an unprecedented example of a chiral aromatic amine used to activate a, b-unsaturated ketones in asymmetric aminocatalysis. Chiral aromatic diamine VII has been efficiently employed, as a proof of concept, in the Michael addition reaction between benzylideneacetones (1a-f) and coumarins (2a-d). The reaction gives rise to warfarin derivatives 3 with promising results using this family of catalysts for the first time. The additional studies performed supported the bifunctional mode of activation of the chiral catalyst VII and the covalent nature of the interactions between the catalyst VII and benzylideneacetones 1.
Idioma: Inglés
DOI: 10.1039/c9nj02392e
Año: 2019
Publicado en: NEW JOURNAL OF CHEMISTRY 43, 31 (2019), 12233-12240
ISSN: 1144-0546
Factor impacto JCR: 3.288 (2019)
Categ. JCR: CHEMISTRY, MULTIDISCIPLINARY rank: 68 / 177 = 0.384 (2019) - Q2 - T2
Factor impacto SCIMAGO: 0.712 - Materials Chemistry (Q1) - Chemistry (miscellaneous) (Q2) - Catalysis (Q3)
Financiación: info:eu-repo/grantAgreement/ES/DGA/E07-17R
Financiación: info:eu-repo/grantAgreement/ES/MINECO-FEDER/CTQ2016-75816-C2-1-P
Financiación: info:eu-repo/grantAgreement/ES/MINECO-FEDER/CTQ2017-88091-P
Financiación: info:eu-repo/grantAgreement/ES/UZ/JIUZ-2017-CIE-05
Tipo y forma: Article (Published version)
Área (Departamento): Área Química Inorgánica (Dpto. Química Inorgánica)
Área (Departamento): Área Química Orgánica (Dpto. Química Orgánica)
You must give appropriate credit, provide a link to the license, and indicate if changes were made. You may do so in any reasonable manner, but not in any way that suggests the licensor endorses you or your use. You may not use the material for commercial purposes.
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Idioma: Inglés
DOI: 10.1039/c9nj02392e
Año: 2019
Publicado en: NEW JOURNAL OF CHEMISTRY 43, 31 (2019), 12233-12240
ISSN: 1144-0546
Factor impacto JCR: 3.288 (2019)
Categ. JCR: CHEMISTRY, MULTIDISCIPLINARY rank: 68 / 177 = 0.384 (2019) - Q2 - T2
Factor impacto SCIMAGO: 0.712 - Materials Chemistry (Q1) - Chemistry (miscellaneous) (Q2) - Catalysis (Q3)
Financiación: info:eu-repo/grantAgreement/ES/DGA/E07-17R
Financiación: info:eu-repo/grantAgreement/ES/MINECO-FEDER/CTQ2016-75816-C2-1-P
Financiación: info:eu-repo/grantAgreement/ES/MINECO-FEDER/CTQ2017-88091-P
Financiación: info:eu-repo/grantAgreement/ES/UZ/JIUZ-2017-CIE-05
Tipo y forma: Article (Published version)
Área (Departamento): Área Química Inorgánica (Dpto. Química Inorgánica)
Área (Departamento): Área Química Orgánica (Dpto. Química Orgánica)
You must give appropriate credit, provide a link to the license, and indicate if changes were made. You may do so in any reasonable manner, but not in any way that suggests the licensor endorses you or your use. You may not use the material for commercial purposes. Exportado de SIDERAL (2021-01-21-08:12:05)
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Record created 2021-01-21, last modified 2021-01-21