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"Mix and shake" method for configurational assignment by NMR: application to chiral amines and alcohols
Silvia Porto1, Juan Durán, José Manuel Seco
1Departamento de Química Orgánica and Unidad de RMN de Biomoléculas asociada al CSIC, Universidad de Santiago de Compostela, E-15782 Santiago de Compostela, Spain.
Abstract:
[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.