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Thiourea catalyzed organocatalytic enantioselective Michael addition of diphenyl phosphite to nitroalkenes

AuthorsAlcaine, Ana ; Marqués-López, Eugenia ; Merino, Pedro ; Tejero, Tomás ; Herrera, Raquel P.
Issue Date2011
PublisherRoyal Society of Chemistry
CitationOrganic and Biomolecular Chemistry 9(8): 2777-2783 (2011)
AbstractBifunctional 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.
Description7 páginas, 5 figuras, 4 tablas, 1 esquema.
Publisher version (URL)http://dx.doi.org/10.1039/C0OB01059F
Appears in Collections:(ICMA) Artículos
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