TY - JOUR
T1 - Unexpected enhancement of enantioselectivity in copper(II) catalyzed conjugate addition of diethylzinc to cyclic enones with novel TADDOL phosphorus amidite ligands
AU - Keller, Erik
AU - Maurer, Jochen
AU - Naasz, Robert
AU - Schader, Thomas
AU - Meetsma, Auke
AU - Feringa, Ben L.
PY - 1998/7/17
Y1 - 1998/7/17
N2 - The copper(II) catalyzed enantioselective 1,4-addition reactions of diethylzinc to cyclic enones in the presence of novel phosphorus amidite ligands, easily prepared from α,α,α',α'-tetraphenyl-2,2'-dimethyl-1,3- dioxolane-4,5-dimethanol (TADDOL) derivatives, resulted in e.e.s up to 71% for cyclohexenone and up to 62% for cyclopentenone. A remarkable enhancement of enantioselectivity was observed upon the addition of powdered molecular sieves to the reaction mixture.
AB - The copper(II) catalyzed enantioselective 1,4-addition reactions of diethylzinc to cyclic enones in the presence of novel phosphorus amidite ligands, easily prepared from α,α,α',α'-tetraphenyl-2,2'-dimethyl-1,3- dioxolane-4,5-dimethanol (TADDOL) derivatives, resulted in e.e.s up to 71% for cyclohexenone and up to 62% for cyclopentenone. A remarkable enhancement of enantioselectivity was observed upon the addition of powdered molecular sieves to the reaction mixture.
KW - copper
KW - koper
KW - katalyse
UR - https://www.mendeley.com/catalogue/557c4106-519f-35ca-be12-ec2252306bcb/
U2 - 10.1016/S0957-4166(98)00240-7
DO - 10.1016/S0957-4166(98)00240-7
M3 - Article
VL - 9
SP - 2409
EP - 2413
JO - Tetrahedron: asymmetry
JF - Tetrahedron: asymmetry
SN - 0957-4166
IS - 14
ER -