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1,4-Michael additions of cyclic-β-ketoesters catalyzed by DNA in aqueous media

Author/s
Izquierdo, C.; Barrera, J. L.; Fraile, A.; Alemán, J.
Año de edición
2014
Referencia completa

Cat. Commun. 2014, 44, 10-14. DOI: 10.1016/j.catcom.2013.08.015

Resumen

In thiswork,we describe the 1,4-Michael addition of the 1,3-dicarbonyl compounds to activated ethylenes under st-DNA catalysis inwater. The reaction of the β-ketoester 4 with nitroolefins and conjugated carbonyls proceeds quitewell,whereas other less activated ethylenes exhibit lowor null reactivity. The catalyst can be recovered and reused for several catalytic cycles without significantly diminishing its efficiency. These reactions are similarly
catalyzed by GMP, methyl-adenine and ethyl guanine, which suggests that the catalytic activity of st-DNA could be associated to the basic nature of their nucleotides' integrants.

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