title: Ni- and Pd-catalyzed synthesis of substituted and functionalized allylic boronates.
abstract: Two highly efficient and convenient methods for the synthesis of functionalized and substituted allylic boronates are described. In one procedure, readily available allylic acetates are converted to allylic boronates catalyzed by Ni/PCy(3) or Ni/PPh(3) complexes with high levels of stereoselectivity and in good yields. Alternatively, the borylation can be accomplished with commercially available Pd catalysts [e.g., Pd(2)(dba)(3), PdCl(2), Pd/C], starting with easily accessed allylic halides.
authors.affiliation: Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, United States.
authors.forename: Ping
authors.initials: P
authors.lastname: Zhang
authors.forename: Ian A
authors.initials: IA
authors.lastname: Roundtree
authors.forename: James P
authors.initials: JP
authors.lastname: Morken
mesh_terms: D000085:Acetates / Q000737:chemistry; D001897:Boronic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000085:Acetates; D001897:Boronic Acids; D006843:Hydrocarbons, Chlorinated; D010165:Palladium; D009532:Nickel