"Mix and shake" method for configurational assignment by NMR: application to chiral amines and alcohols.
[reaction: see text] A new methodology for determining absolute configurations by NMR in just a few minutes is presented. The required derivatives are obtained by mixing a solid matrix-bound auxiliary reagent (MPA, MTPA, or BPG) with the chiral substrate (primary amines or secondary alcohols) directly in the NMR tube. The NMR spectra of the derivatives are obtained without any type of separation, workup, or manipulation. The use of a 1:2 (R)/(S)-MPA resin permits the configurational assignment to be carried out with just one spectrum.
Porto
Silvia
S
Departamento de Química Orgánica and Unidad de RMN de Biomoléculas asociada al CSIC, Universidad de Santiago de Compostela, E-15782 Santiago de Compostela, Spain.
Durán
Juan
J
Seco
José Manuel
JM
Quiñoá
Emilio
E
Riguera
Ricardo
R