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The aminoindanol core as a key scaffold in bifunctional organocatalysts

AutorSonsona, Isaac G.; Marqués-López, Eugenia ; Herrera, Raquel P.
Palabras claveHydrogen bonding
Organocatalysis
Aminocatalysis
1,2-aminoindanol
Bifunctional
Fecha de publicación2016
EditorBeilstein-Institut für Literatur der Organischen Chemie
CitaciónBeilstein Journal of Organic Chemistry 12: 505-523 (2016)
ResumenThe 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.
Versión del editorhttps://doi.org/10.3762/bjoc.12.50
URIhttp://hdl.handle.net/10261/155780
DOI10.3762/bjoc.12.50
Identificadoresdoi: 10.3762/bjoc.12.50
issn: 1860-5397
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