Artículo
Bifunctional Squaramide Organocatalysts for the Asymmetric Addition of Formaldehyde tert-Butylhydrazone to Simple Aldehydes
Autor/es | Matador Martínez, Esteban
de Gracia Retamosa, María Monge Fernández, David Iglesias Sigüenza, Francisco Javier Fernández Fernández, Rosario Fátima Lassaletta, José M. |
Departamento | Universidad de Sevilla. Departamento de Química orgánica |
Fecha de publicación | 2018 |
Fecha de depósito | 2022-12-16 |
Publicado en |
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Premios | Premio Mensual Publicación Científica Destacada de la US. Facultad de Química |
Resumen | The nucleophilic addition of formaldehyde tert-butylhydrazone to simple aldehydes (a formal hetero-carbonyl–ene reaction) can be performed with good reactivity and excellent enantioselectivity by virtue of the dual ... The nucleophilic addition of formaldehyde tert-butylhydrazone to simple aldehydes (a formal hetero-carbonyl–ene reaction) can be performed with good reactivity and excellent enantioselectivity by virtue of the dual hydrogen-bonding activation exerted by amide–squaramide organocatalysts. The resulting hydroxydiazenes (azo alcohols) were isolated in high yields as enantiomerically enriched azoxy compounds after a regioselective azo-to-azoxy transformation. Subsequent derivatization provides an entry to relevant amino alcohols, oxazolidinones, and derivatives thereof. |
Agencias financiadoras | Ministerio de Economía y Competitividad (MINECO). España Junta de Andalucía |
Identificador del proyecto | CTQ2016-76908-C2-1-P
TQ2016-76908-C2-2-P 2012/FQM1078 |
Cita | Matador Martínez, E., de Gracia Retamosa, M., Monge Fernández, D., Iglesias Sigüenza, F.J., Fernández Fernández, R.F. y Lassaletta, J.M. (2018). Bifunctional Squaramide Organocatalysts for the Asymmetric Addition of Formaldehyde tert-Butylhydrazone to Simple Aldehydes. Chemistry - A European Journal, 24 (26), 6854-6860. https://doi.org/10.1002/chem.201801052. |
Ficheros | Tamaño | Formato | Ver | Descripción |
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Bifunctional Squaramide.pdf | 2.510Mb | [PDF] | Ver/ | |