Challenging the absence of observable hydrogens in the assignment of absolute configurations by NMR: application to chiral primary alcohols.

Chem Commun (Camb)

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.

Published: April 2007

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.

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Source
http://dx.doi.org/10.1039/b617184bDOI Listing

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