Artículo
Asymmetric Dearomatization of Phthalazines by Anion-BindingCatalysis
Autor/es | Velázquez Muñoz, Marta
Fernández Fernández, Rosario Fátima Lassaletta, Jose M Monge Fernández, David |
Departamento | Universidad de Sevilla. Departamento de Química orgánica |
Fecha de publicación | 2023-12-01 |
Fecha de depósito | 2024-05-14 |
Publicado en |
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Resumen | A straightforward methodology for the enantioselective synthesis of 1,2-dihydrophthalazines via dearomatization of phthalazines by anion-binding catalysis has been developed. The process involves the Mannich-type addition ... A straightforward methodology for the enantioselective synthesis of 1,2-dihydrophthalazines via dearomatization of phthalazines by anion-binding catalysis has been developed. The process involves the Mannich-type addition of silyl ketene acetals to in situ generated N-acylphthalazinium chlorides using a tert-leucine derived thiourea as a H-bond donor catalyst. Ensuing selective and high-yielding transformations provide appealing dihydro- and tetrahydro-phthalazines, phthalazones, and piperazic acid homologues, en route to biologically relevant molecules. |
Agencias financiadoras | Ministerio de Ciencia e Innovación (MICIN). España Junta de Andalucía European Commission (EC). Fondo Europeo de Desarrollo Regional (FEDER) Universidad de Sevilla |
Identificador del proyecto | PID2019-106358GB-C21
PID2019-106358GB-C22 PID2022-137888NB-I00 P18-FR-3531 P18-FR-644 US-1262867 |
Cita | Velázquez Muñoz, M., Fernández Fernández, R.F., Lassaletta, J.M. y Monge Fernández, D. (2023). Asymmetric Dearomatization of Phthalazines by Anion-BindingCatalysis. Organic Letters, 25 (49), 8797-8802. https://doi.org/10.1021/acs.orglett.3c03325. |
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