An N-linked bidentate phosphoramidite ligand (N-Me-BIPAM) for rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids to α,β-unsaturated ketones.
A new bidentate phosphoramidite (N-Me-BIPAM) based on Shibasaki's N-linked BINOL was synthesized. This ligand appears to be highly effective for rhodium-catalyzed asymmetric conjugated addition of arylboronic acids to α,β-unsaturated enones. The reaction of ortho-substituted arylboronic acid with acyclic and cyclic enones provides the corresponding products in good yields and enantioselectivities.
Frontier Chemistry Center, Hokkaido University, Sapporo, Japan. yasuyama@eng.hokudai.ac.jp
Yasunori
Y
Yamamoto
Kazunori
K
Kurihara
Yoshinori
Y
Takahashi
Norio
N
Miyaura
D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D007659:Ketones / Q000737:chemistry*; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000138:chemical synthesis*; D012238:Rhodium / Q000737:chemistry*
D001897:Boronic Acids; D007659:Ketones; D008024:Ligands; D009943:Organophosphorus Compounds; C434331:phosphoramidite; D012238:Rhodium