Synthesis of new pyrrolidine-based organocatalysts and study of their use in the asymmetric Michael addition of aldehydes to nitroolefins
Castán, A. ; Badorrey, R. (Universidad de Zaragoza) ; Gálvez, J.A. (Universidad de Zaragoza) ; Díaz de Villegas, M.D.
Resumen: New pyrrolidine-based organocatalysts with a bulky substituent at C2 were synthesized from chiral imines derived from (R)-glyceraldehyde acetonide by diastereoselective allylation followed by a sequential hydrozirconation/iodination reaction. The new compounds were found to be effective organocatalysts for the Michael addition of aldehydes to nitroolefins and enantioselectivities up to 85% ee were achieved.
Idioma: Inglés
DOI: 10.3762/bjoc.13.59
Año: 2017
Publicado en: BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY 13 (2017), 612-619
ISSN: 1860-5397
Factor impacto JCR: 2.33 (2017)
Categ. JCR: CHEMISTRY, ORGANIC rank: 25 / 57 = 0.439 (2017) - Q2 - T2
Factor impacto SCIMAGO: 0.929 - Organic Chemistry (Q1)
Financiación: info:eu-repo/grantAgreement/ES/DGA/GAE-102
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.
Exportado de SIDERAL (2021-09-30-08:25:35)
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Idioma: Inglés
DOI: 10.3762/bjoc.13.59
Año: 2017
Publicado en: BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY 13 (2017), 612-619
ISSN: 1860-5397
Factor impacto JCR: 2.33 (2017)
Categ. JCR: CHEMISTRY, ORGANIC rank: 25 / 57 = 0.439 (2017) - Q2 - T2
Factor impacto SCIMAGO: 0.929 - Organic Chemistry (Q1)
Financiación: info:eu-repo/grantAgreement/ES/DGA/GAE-102
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. Exportado de SIDERAL (2021-09-30-08:25:35)
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Record created 2017-05-11, last modified 2021-09-30