Highly effective chiral ortho-substituted BINAPO ligands (o-BINAPO): applications in Ru-catalyzed asymmetric hydrogenations of beta-aryl-substituted beta-(acylamino)acrylates and beta-keto esters.
A novel family of chiral ortho-substituted BINAPO ligands (o-BINAPO) were synthesized from BINOL, and their Ru complexes were highly efficient catalysts for asymmetric hydrogenation of beta-aryl-substituted beta-(acylamino)acrylates and beta-aryl-substituted beta-keto esters. The Ru-bisphosphinite catalysts can tolerate an E/Z mixture of beta-aryl-substituted beta-(acylamino)acrylates. These highly enantioselective hydrogenations provide a useful way to prepare beta-aryl-substituted beta-amino acids and beta-hydroxyl acids.
Zhou
Yong-Gui
YG
Department of Chemistry, The Pennsylvania State University, 152 Davey Laboratory, University Park, Pennsylvania 16802, USA.
Tang
Wenjun
W
Wang
Wen-Bo
WB
Li
Wenge
W
Zhang
Xumu
X
D000179:Acrylates / Q000737:chemistry*; D000596:Amino Acids / Q000138:chemical synthesis*; D002384:Catalysis; D004952:Esters / Q000737:chemistry*; D006865:Hydrogenation; D008024:Ligands; D009284:Naphthols / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry; D012428:Ruthenium / Q000737:chemistry
D000179:Acrylates; D000596:Amino Acids; C406944:BINOL, naphthol; D004952:Esters; D008024:Ligands; D009284:Naphthols; D009942:Organometallic Compounds; D012428:Ruthenium