TY - JOUR
T1 - Pd-Catalyzed asymmetric allylic alkylations using various diphenylphosphino(oxazolinyl)ferrocene ligands
AU - Ahn, Kyo Han
AU - Cho, Chany Woo
AU - Park, Jaiwook
AU - Sunwoo, Lee
PY - 1997/4/24
Y1 - 1997/4/24
N2 - Pd-Catalyzed asymmetric allylic alkylations have been studied using a series of chiral diphenylphosphino(oxazolinyl)ferrocene ligands 4-8. With these ligands, up to 99% and 63% ee are obtained for rac-(E)-1,3-diphenylprop-2-enyl-1-acetate and rac-(E)-1,3-dimethylprop-2-enyl-1-acetate, respectively, with dimethyl malonate as the nucleophile. Some of the ligands 4-6 generate corresponding Pd-catalysts more reactive than those formed from other known ligands. A noticeable influence of the planar chirality on the enantioselectivity is observed. Different coordination modes can be suggested for the distinguishable enantioselectivity and reactivity patterns observed in the reactions with the ligands 4-8.
AB - Pd-Catalyzed asymmetric allylic alkylations have been studied using a series of chiral diphenylphosphino(oxazolinyl)ferrocene ligands 4-8. With these ligands, up to 99% and 63% ee are obtained for rac-(E)-1,3-diphenylprop-2-enyl-1-acetate and rac-(E)-1,3-dimethylprop-2-enyl-1-acetate, respectively, with dimethyl malonate as the nucleophile. Some of the ligands 4-6 generate corresponding Pd-catalysts more reactive than those formed from other known ligands. A noticeable influence of the planar chirality on the enantioselectivity is observed. Different coordination modes can be suggested for the distinguishable enantioselectivity and reactivity patterns observed in the reactions with the ligands 4-8.
UR - http://www.scopus.com/inward/record.url?scp=0030894667&partnerID=8YFLogxK
U2 - 10.1016/S0957-4166(97)00104-3
DO - 10.1016/S0957-4166(97)00104-3
M3 - Article
AN - SCOPUS:0030894667
SN - 0957-4166
VL - 8
SP - 1179
EP - 1185
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
IS - 8
ER -