Challenging the absence of observable hydrogens in the assignment of absolute configurations by NMR: application to chiral primary alcohols.
The absolute configuration of beta-chiral primary alcohols devoid of observable hydrogens on one of the beta-substituents at the asymmetric carbon (L(1)/L(2)) can be determined by comparison of the (1)H NMR of their (R)- and (S)-9-AMA ester derivatives and analysis of the Deltadelta(RS) for the L substituent and the Cbeta-H.
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