title: Regioselective 1,4-conjugate addition of Grignard reagents to nitrodienes in the presence of catalytic amounts of Zn(II) salts.
abstract: Grignard reagents undergo facile regioselective 1,4-conjugate addition to nitrodienes in the presence of catalytic amounts of Zn(II) salts with excellent yields. A wide range of ligands such as alkyl, aryl, heteroaryl, allyl, vinyl, 1-alkynyl, and alkoxy ligands were transferred, while a thiolate ligand afforded 1,6-regioselectivity. The reactions were successfully carried out on δ-alkyl- or aryl-substituted α,β,γ,δ-diunsaturated nitrodiene substrates. Regioselectivity is minimally influenced by temperature or choice of solvent.
authors.affiliation: Hunter Laboratory, Department of Chemistry, Clemson University , Clemson, South Carolina 29634-0973, United States.
authors.forename: Ramesh C
authors.initials: RC
authors.lastname: Dhakal
authors.forename: R Karl
authors.initials: RK
authors.lastname: Dieter