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Título: | Synthesis of enantioenriched azo compounds: Organocatalytic Michael addition of formaldehyde N-tert-butyl hydrazone to nitroalkenes |
Autor: | Monge, David; Daza, S.; Bernal, Pablo; Fernández, Rosario; Lassaletta, José M. CSIC ORCID | Fecha de publicación: | 2013 | Editor: | Royal Society of Chemistry (UK) | Citación: | Organic and Biomolecular Chemistry 11: 326- 335 (2013) | Resumen: | The unprecedented diaza-ene reaction of formaldehyde N-tert-butyl hydrazone with nitroalkenes can be efficiently catalyzed by an axially chiral bis-thiourea to afford the corresponding diazenes in good to excellent yields (60-96%) and moderate enantioselectivities, up to 84 : 16 er; additional transformation of diazenes into their tautomeric hydrazones proved to be operationally simple and high-yielding, affording bifunctional compounds which represent useful intermediates for the synthesis of enantioenriched β-nitro-nitriles and derivatives thereof. © 2013 The Royal Society of Chemistry. | URI: | http://hdl.handle.net/10261/96617 | DOI: | 10.1039/c2ob26963e | Identificadores: | doi: 10.1039/c2ob26963e issn: 1477-0520 |
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