title: A palladium-catalyzed addition reaction of aroyl/heteroaroyl acid anhydrides to norbornenes.
abstract: A palladium complex derived from Pd2(dba)3 and dppp catalyzes the addition reaction of aroyl/heteroaroyl acid anhydrides to norbornenes, giving 2-aroyl/heteroaroyl-3-aroyloxy/heteroaroyloxy-bicyclo[2,2,1]heptanes. The C-O bond of acid anhydride is cleaved, and the aroyl/heteroaroyl and aroyloxy/heteroaroyloxy groups are added to alkenes. trans-Adducts are selectively obtained with the endo-benzoyl group and exo-benzoyloxy group.
authors.affiliation: Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University, Aoba, Sendai, 980-8578, Japan. yama@m.tohoku.ac.jp arisawa@m.tohoku.ac.jp.
authors.forename: Mieko
authors.initials: M
authors.lastname: Arisawa
authors.forename: Saori
authors.initials: S
authors.lastname: Tanii
authors.forename: Masahiko
authors.initials: M
authors.lastname: Yamaguchi
mesh_terms: D000475:Alkenes / Q000737:chemistry; D000812:Anhydrides / Q000737:chemistry*; D001643:Bridged Bicyclo Compounds / Q000737:chemistry; D002384:Catalysis; D056831:Coordination Complexes / Q000737:chemistry; D018360:Crystallography, X-Ray; D007536:Isomerism; D008968:Molecular Conformation; D009636:Norbornanes / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013816:Thermodynamics
chemical_list: D000475:Alkenes; D000812:Anhydrides; D001643:Bridged Bicyclo Compounds; D056831:Coordination Complexes; D009636:Norbornanes; C116378:bicyclo(2.2.1)heptene; D010165:Palladium