Cooperative catalysis in highly enantioselective Mannich-type three-component reaction of a diazoacetophenone with an alcohol and an imine.
A highly enantioselective three-component reaction of a diazoacetophenone, an alcohol, and an imine catalyzed cooperatively by Rh(2)(OAc)(4) and BINOL-derived chiral phosphoric acid has been developed for the synthesis of chiral β-amino-α-hydroxyl ketones in good yield with excellent diastereo and enantio selectivity.
East China Normal University, Institute of Drug Discovery and Development, Department of Chemistry, Shanghai 200062, China.
Xinfang
X
Xu
Yu
Y
Qian
Liping
L
Yang
Wenhao
W
Hu
D000098:Acetophenones / Q000737:chemistry*; D000438:Alcohols / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry*; D002384:Catalysis; D007097:Imines / Q000737:chemistry*; D008352:Mannich Bases / Q000737:chemistry*; D009284:Naphthols / Q000737:chemistry; D010756:Phosphoric Acids / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry; D013237:Stereoisomerism
D000098:Acetophenones; D000438:Alcohols; D001391:Azo Compounds; C406944:BINOL, naphthol; D007097:Imines; D008352:Mannich Bases; D009284:Naphthols; D010756:Phosphoric Acids; D012238:Rhodium; C030242:phosphoric acid; C038699:acetophenone