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Open Access item Thiourea catalyzed organocatalytic enantioselective Michael addition of diphenyl phosphite to nitroalkenes

Authors:Alcaine, Ana
Marqués-López, Eugenia
Merino, Pedro
Tejero, Tomás
Herrera, Raquel P.
Issue Date:2011
Publisher:Royal Society of Chemistry (Great Britain)
Citation:Organic and Biomolecular Chemistry 9(8): 2777-2783 (2011)
Abstract:Bifunctional thiourea catalyzes the enantioselective Michael addition reaction of diphenyl phosphite to nitroalkenes. This methodology provides a facile access to enantiomerically enriched β-nitrophosphonates, precursors for the preparation of synthetically and biologically useful β-aminophosphonic acids. DFT level of computational calculations invoke the attack of the diphenyl phosphite to the nitroolefin by the Re face, this give light to this scarcely explored process update in the literature. The computational calculations support the absolute configuration obtained in the final adducts.
Description:7 páginas, 5 figuras, 4 tablas, 1 esquema.
Publisher version (URL):http://dx.doi.org/10.1039/C0OB01059F
E-ISSNmetadata.dc.identifier.doi = DOI:1477-0539
Appears in Collections:(ICMA) Artículos

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