title: Enantioselective conjugate addition of N,N-dialkylhydrazones to alpha-hydroxy enones.
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.
authors.affiliation: Instituto de Investigaciones Químicas CSIC-US, Américo Vespucio 49, E-41092 Seville, Spain.
authors.forename: David
authors.initials: D
authors.lastname: Monge
authors.forename: Eloísa
authors.initials: E
authors.lastname: Martín-Zamora
authors.forename: Juan
authors.initials: J
authors.lastname: Vazquez
authors.forename: Manuel
authors.initials: M
authors.lastname: Alcarazo
authors.forename: Eleuterio
authors.initials: E
authors.lastname: Alvarez
authors.forename: Rosario
authors.initials: R
authors.lastname: Fernandez
authors.forename: José M
authors.initials: JM
authors.lastname: Lassaletta