Transition metal salts-catalyzed aza-Michael reactions of enones with carbamates.
Several transition metal salts were found to catalyze aza-Michael reactions of enones with carbamates efficiently. The catalytic activity was strongly dependent on the nature of the metal salts. While conventional Lewis acids such as BF(3).OEt(2), AlCl(3), or TiCl(4) showed lower activity, group 7-11 transition metal salts in higher oxidation states such as ReCl(5), Fe(ClO(4))(3).9H(2)O, RuCl(3).nH(2)O, OsCl(3).3H(2)O, RhCl(3).nH(2)O, PtCl(4).5H(2)O, or AuCl(3).H(2)O exhibited higher catalytic activity. [reaction: see text]
Kobayashi
Shū
S
Graduate School of Pharmaceutical Science, The University of Tokyo and CREST, Japan Science and Technology Corporation (JST), Hongo, Bunkyo-ku, Tokyo 113-0033, Japan. skobayas@mol.f.u-tokyo.ac.jp
Kakumoto
Kentaro
K
Sugiura
Masaharu
M
D002219:Carbamates / Q000737:chemistry*; D002384:Catalysis; D007202:Indicators and Reagents; D008670:Metals / Q000737:chemistry*; D010084:Oxidation-Reduction; D012492:Salts
D002219:Carbamates; D007202:Indicators and Reagents; D008670:Metals; D012492:Salts