TY - JOUR
T1 - Rhodium-catalyzed asymmetric hydrogenations of electron deficient olefins using 1,4-diphosphine ligands bearing an imidazolidin-2-one backbone
AU - Lee, Sang gi
AU - Zhang, Yong Jian
N1 - Funding Information:
We are grateful for financial support from the Ministry of Science and Technology (National Research Laboratory Program, 2N22890), from KIST (2E17512) and CMDS at KAIST.
PY - 2002/6/10
Y1 - 2002/6/10
N2 - In rhodium(I)-catalyzed asymmetric hydrogenations of electron deficient olefins, the electron-rich and sterically encumbered phosphine ligand, MOD-BDPMI, exhibited higher enantioselectivities than BDPMI ligands. Moreover, the N-substituents of the imidazolidin-2-one backbone affected the enantioselectivity. Thus, using the N,N′-dimethylated MOD-BDPMI ligand 2b, (Z)-α-(N-acetamido)cinnamic acid 3 was hydrogenated with 100% conversion to give the saturated α-amino acid with ee of 88.7%.
AB - In rhodium(I)-catalyzed asymmetric hydrogenations of electron deficient olefins, the electron-rich and sterically encumbered phosphine ligand, MOD-BDPMI, exhibited higher enantioselectivities than BDPMI ligands. Moreover, the N-substituents of the imidazolidin-2-one backbone affected the enantioselectivity. Thus, using the N,N′-dimethylated MOD-BDPMI ligand 2b, (Z)-α-(N-acetamido)cinnamic acid 3 was hydrogenated with 100% conversion to give the saturated α-amino acid with ee of 88.7%.
UR - http://www.scopus.com/inward/record.url?scp=0037054441&partnerID=8YFLogxK
U2 - 10.1016/S0957-4166(02)00243-4
DO - 10.1016/S0957-4166(02)00243-4
M3 - Article
AN - SCOPUS:0037054441
SN - 0957-4166
VL - 13
SP - 1039
EP - 1042
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
IS - 10
ER -