title: Palladium-catalyzed, one-pot, three-component synthesis of homoallylic amines from aldehydes, anisidine, and allyl trifluoroacetate.
abstract: An allylation reaction that generates homoallylic amines using allyl trifluoroacetate as a nucleophilic allylmetal precursor is reported. A palladium complex catalyzes two transformations in one pot: formation of allylsilane from allyl trifluoroacetate using hexamethyldisilane and subsequent imine allylation. A three-component reaction was developed where preformed imines were replaced with aldehydes and anisidine. Under these reaction conditions a variety of substrates, including electron-rich aromatic and aliphatic aldehydes, react smoothly to afford homoallylic amines.
authors.affiliation: Natural Sciences I 4114, Department of Chemistry, University of California, Irvine, Irvine California 92697, USA.
authors.forename: Robin E
authors.initials: RE
authors.lastname: Grote
authors.forename: Elizabeth R
authors.initials: ER
authors.lastname: Jarvo