A rapid 1H NMR assay for enantiomeric excess of alpha-substituted aldehydes.
In situ derivatization of a variety of alpha-substituted aldehydes via reaction with chiral amines allows convenient and efficient determination of enantiomeric excess. (1)H NMR analysis of the imine diastereomer ratio can be conducted immediately after the aldehyde and amine have been mixed. The results correlate well with ee values determined by more traditional (and slower) methods. This approach may be broadly applicable to alpha-substituted aldehydes. [reaction: see text]
Chi
Yonggui
Y
Department of Chemistry, University of Wisconsin, Madison, WI 53706, USA.
Peelen
Timothy J
TJ
Gellman
Samuel H
SH
D000447:Aldehydes / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D015394:Molecular Structure; D013237:Stereoisomerism
D000447:Aldehydes