Asymmetric organocatalyzed phospha-michael addition for the direct synthesis of biologically active chromenylphosphonates
Marqués-López, Eugenia (Universidad de Zaragoza) ; Gimeno Sonsona, Isaac ; Garcés-Marín, Miryam ; Gimeno, M. Concepción ; Pérez Herrera, Raquel
Resumen: The potential of phosphites as nucleophiles for the asymmetric synthesis of chiral chromene derivatives has been overlooked in the literature. Herein, we report a promising approach via asymmetric organocatalyzed phospha‐Michael addition to iminochromenes, using a bifunctional squaramide, which gives access to chromenylphosphonates, an interesting family of bioactive compounds. Our optimized protocol provides very good reactivity, affording yields of up to 95% and with chiral products exhibiting an enantiomeric excess of up to 98%.
Idioma: Inglés
DOI: 10.1002/adsc.202300563
Año: 2023
Publicado en: Advanced Synthesis and Catalysis 365, 19 (2023), 3234-3240
ISSN: 1615-4150
Factor impacto JCR: 4.4 (2023)
Categ. JCR: CHEMISTRY, ORGANIC rank: 8 / 58 = 0.138 (2023) - Q1 - T1
Categ. JCR: CHEMISTRY, APPLIED rank: 19 / 74 = 0.257 (2023) - Q2 - T1
Factor impacto CITESCORE: 9.4 - Organic Chemistry (Q1) - Catalysis (Q2)
Factor impacto SCIMAGO: 1.02 - Organic Chemistry (Q1) - Catalysis (Q2)
Financiación: info:eu-repo/grantAgreement/ES/AEI/PID2019-104379RB-C21
Financiación: info:eu-repo/grantAgreement/ES/AEI/PID2020-117455GB-I00
Financiación: info:eu-repo/grantAgreement/ES/DGA/E07-23R
Tipo y forma: Article (Published version)
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. If you remix, transform, or build upon the material, you may not distribute the modified material.
Exportado de SIDERAL (2024-07-31-10:04:32)
Visitas y descargas
Idioma: Inglés
DOI: 10.1002/adsc.202300563
Año: 2023
Publicado en: Advanced Synthesis and Catalysis 365, 19 (2023), 3234-3240
ISSN: 1615-4150
Factor impacto JCR: 4.4 (2023)
Categ. JCR: CHEMISTRY, ORGANIC rank: 8 / 58 = 0.138 (2023) - Q1 - T1
Categ. JCR: CHEMISTRY, APPLIED rank: 19 / 74 = 0.257 (2023) - Q2 - T1
Factor impacto CITESCORE: 9.4 - Organic Chemistry (Q1) - Catalysis (Q2)
Factor impacto SCIMAGO: 1.02 - Organic Chemistry (Q1) - Catalysis (Q2)
Financiación: info:eu-repo/grantAgreement/ES/AEI/PID2019-104379RB-C21
Financiación: info:eu-repo/grantAgreement/ES/AEI/PID2020-117455GB-I00
Financiación: info:eu-repo/grantAgreement/ES/DGA/E07-23R
Tipo y forma: Article (Published version)
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. If you remix, transform, or build upon the material, you may not distribute the modified material. Exportado de SIDERAL (2024-07-31-10:04:32)
Permalink:
Visitas y descargas
Este artículo se encuentra en las siguientes colecciones:
Articles
Record created 2024-02-19, last modified 2024-07-31