title: Nickel-Catalyzed Reductive Conjugate Addition of Primary Alkyl Bromides to Enones To Form Silyl Enol Ethers.
abstract: Conjugate addition of organometallic reagents to enones to form silyl enol ether products is a versatile method to difunctionalize activated olefins, but the organometallic reagents required can be limiting. The reductive cross-electrophile coupling of unhindered primary alkyl bromides with enones and chlorosilanes to form silyl enol ether products is catalyzed by a nickel-complexed ortho-brominated terpyridine ligand. The conditions are compatible with a variety of cyclic/acyclic enones and functional groups.
authors.affiliation: Department of Chemistry, University of Rochester , Rochester, New York 14627-0216, United States.
authors.forename: Kierra M M
authors.initials: KM
authors.lastname: Huihui
authors.affiliation: Department of Chemistry, University of Rochester , Rochester, New York 14627-0216, United States.
authors.forename: Ruja
authors.initials: R
authors.lastname: Shrestha
authors.affiliation: Department of Chemistry, University of Rochester , Rochester, New York 14627-0216, United States.
authors.forename: Daniel J
authors.identifier: 0000-0002-9552-3378
authors.initials: DJ
authors.lastname: Weix
mesh_terms: D001965:Bromides; D002384:Catalysis; D004987:Ethers; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*
chemical_list: D001965:Bromides; D004987:Ethers; D009532:Nickel