TY - JOUR
T1 - Quantitative treatment of lanthanide-induced shifts for some carbohydrate systems where chelation is observed
AU - McArdle, Patrick
AU - P. O'Reilly, John
AU - Simmie, John
AU - E. Lee, Elizabeth
PY - 1981/4/1
Y1 - 1981/4/1
N2 - An approximate model (D) for the calculation of lanthanide-induced shifts or some trans-fused benzylidene acetals which chelate to shift reagents is described. Shifts calculated for the model system 4,5-dimethylveratrole using model D were in good agreement with the reported data. With the aid of model D, rotamer conformations of the methoxyl group on C-1 of methyl 4,6-O-benzylidene-3-O-methyl-α-d-mannopyranoside, methyl 3-O-benzyl-4,6-O-benzylidene-α-d-mannopyranoside, and methyl 4,6-O-benzylidene-α-d-mannopyranoside were investigated.
AB - An approximate model (D) for the calculation of lanthanide-induced shifts or some trans-fused benzylidene acetals which chelate to shift reagents is described. Shifts calculated for the model system 4,5-dimethylveratrole using model D were in good agreement with the reported data. With the aid of model D, rotamer conformations of the methoxyl group on C-1 of methyl 4,6-O-benzylidene-3-O-methyl-α-d-mannopyranoside, methyl 3-O-benzyl-4,6-O-benzylidene-α-d-mannopyranoside, and methyl 4,6-O-benzylidene-α-d-mannopyranoside were investigated.
UR - https://www.scopus.com/pages/publications/49049148001
U2 - 10.1016/S0008-6215(00)85916-9
DO - 10.1016/S0008-6215(00)85916-9
M3 - Article
SN - 0008-6215
VL - 90
SP - 165
EP - 172
JO - Carbohydrate Research
JF - Carbohydrate Research
IS - 2
ER -