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Please use this identifier to cite or link to this item: http://hdl.handle.net/10261/37643
Title: Enantioselective Conjugate Addition of N,N-Dialkylhydrazones to α-Hydroxy Enones
Authors: Monge, David; Martín-Zamora, Eloísa; Vázquez, Juan; Alcarazo, Manuel; Álvarez, Eleuterio; Fernández, Rosario; Lassaletta, José M.
Keywords: Enantioselective
Catalytic asymmetric
Issue Date: 20-Jun-2007
Publisher: American Chemical Society
Citation: Organic Letters 9(15): 2867-2870 (2007)
Abstract: The activation of alpha-hydroxy enones by the Zn(OTf)2/tBuBOX catalyst enables the enantioselective conjugate addition of 1-methyleneaminopyrrolidine as a neutral d1 synthon. Experimental evidence supports a stereochemical model where a triflate ligand controls the geometry of the catalyst-substrate complex by means of a OH-OTf hydrogen bond. The synthesis of beta-cyano acids illustrates the potential of the methodology.
Description: 4 páginas, 2 figuras, 1 tabla, 3 esquemas.
Publisher version (URL): http://dx.doi.org/10.1021/ol071055+
URI: http://hdl.handle.net/10261/37643
ISSN: 1523-7060
DOI: 10.1021/ol071055+
References: 17580886
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