The aminoindanol core as a key scaffold in bifunctional organocatalysts

Giménez Sonsona, I. ; Marqués-López, E. (Universidad de Zaragoza) ; Herrera, R.P. (Universidad de Zaragoza)

Resumen: The 1,2-aminoindanol scaffold has been found to be very efficient, enhancing the enantioselectivity when present in organocatalysts. This may be explained by its ability to induce a bifunctional activation of the substrates involved in the reaction. Thus, it is easy to find hydrogen-bonding organocatalysts ((thio)ureas, squaramides, quinolinium thioamide, etc.) in the literature containing this favored structural core. They have been successfully employed in reactions such as Friedel-Crafts alkylation, Michael addition, Diels-Alder and aza-Henry reactions. However, the 1,2-aminoindanol core incorporated into proline derivatives has been scarcely explored. Herein, the most representative and illustrative examples are compiled and this review will be mainly focused on the cases where the aminoindanol moiety confers bifunctionality to the organocatalysts.

Idioma: Inglés

DOI: 10.3762/bjoc.12.50

Año: 2016

Publicado en: BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY 12 (2016), 505-523
ISSN: 1860-5397

Factor impacto JCR: 2.337 (2016)

Categ. JCR: CHEMISTRY, ORGANIC rank: 25 / 59 = 0.424 (2016) - Q2 - T2

Factor impacto SCIMAGO: 1.02 - Organic Chemistry (Q1)

Financiación: info:eu-repo/grantAgreement/ES/DGA/E104
Financiación: info:eu-repo/grantAgreement/ES/MICINN/CTQ2013-44367-C2-1-P
Financiación: info:eu-repo/grantAgreement/ES/UZ/JIUZ-2014-CIE-07

Tipo y forma: Artículo (Versión definitiva)

Área (Departamento): Área Química Orgánica (Dpto. Química Orgánica)