Chiral 1,2-diols: the assignment of their absolute configuration by NMR made easy.
The absolute configuration of a 1,2-primary/secondary diol can be easily determined by preparation of its bis-(R)- and bis-(S)-9-AMA ester derivatives, followed by comparison of the NMR chemical shifts of the diastereotopic methylene protons in the two derivatives. Alternatively, the assignment can be carried out using only one derivative if the evolution with temperature of the signals corresponding to the CalphaH protons is analyzed.
Freire
Félix
F
Departamento de Química Orgánica, Facultad de Química, and Unidad de RMN de Biomoléculas Asociada al CSIC, Universidad de Santiago de Compostela, 15782, Santiago de Compostela, Spain.
Seco
José Manuel
JM
Quiñoá
Emilio
E
Riguera
Ricardo
R
D000438:Alcohols / Q000737:chemistry*; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D012015:Reference Standards; D013237:Stereoisomerism
D000438:Alcohols; D004952:Esters