EXCEPTIONS TO HUDSON'S RULES OF ISOROTATION: THE NUCLEAR MAGNETIC RESONANCE SPECTRA OF ANOMERIC PYRIMIDINE 2-DEOXY-D-RIBONUCLEOSIDES

1961 ◽  
Vol 39 (1) ◽  
pp. 110-115 ◽  
Author(s):  
R. U. Lemieux ◽  
M. Hoffer

Nuclear magnetic resonance spectroscopy and optical rotatory dispersion measurements were used to correlate the configurations of anomeric pairs for the 1-(2-deoxy-D-ribofuranosyl) derivatives of 5-methyl- and 5-fluoro-uracil. The optical rotations of the anomers were found opposite to those expected on the basis of Hudson's rules of isorotation.

1967 ◽  
Vol 45 (11) ◽  
pp. 1201-1207 ◽  
Author(s):  
C. F. H. Allen

The spectral data, predominantly nuclear magnetic resonance spectra, of a number of carbonyl-bridged and related compounds have been examined. In most instances they confirm the structures arrived at by classical procedures, but in some instances revisions have been made.


1984 ◽  
Vol 37 (11) ◽  
pp. 2391 ◽  
Author(s):  
GB Barlin ◽  
DJ Brown ◽  
MD Fenn

Carbon-13 nuclear magnetic resonance spectroscopy, in contrast to 1H n.m.r. spectroscopy, has been shown to provide a clear distinction in a variety of nitrogen heterocyclic systems between O-methyl and nuclear N-methyl groups. Methoxy groups were found to occur in the range δ�53.20-61.87, nuclear N-methyl groups at 34.29-49.62, and methylthio groups at 12.35-14.55 for the compounds examined in (D)chloroform. Data for N- and O-methyl derivatives of pyridin-2- and -4-ol,* the corresponding pyrimidines, and some sulfur analogues have been compared with those for the unmethylated parent compounds.


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