Absolute configuration of ketone cyanohydrins by 1H NMR: the special case of polar substituted tertiary alcohols.
The absolute configuration of ketone cyanohydrins can be assigned from analysis of the 1H NMR spectra of the corresponding (R)- and (S)-MPA ester derivatives and use of delta delta(RS) signs. This is an application of the NMR methodology for stereochemical assignment to tertiary alcohols possessing polar groups as substituents.
Louzao
Iria
I
Departamento de Química Orgánica and Unidad de RMN de Biomoléculas Asociada al CSIC, Universidad de Santiago de Compostela 15782, Santiago de Compostela, Spain.
García
Rosa
R
Seco
José Manuel
JM
Quiñoá
Emilio
E
Riguera
Ricardo
R
D000438:Alcohols / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000592:standards; D008968:Molecular Conformation; D009570:Nitriles / Q000737:chemistry*; D011522:Protons; D012015:Reference Standards; D013237:Stereoisomerism
D000438:Alcohols; D007659:Ketones; D009570:Nitriles; D011522:Protons; C430593:cyanohydrin