Abstract
A simple three-component chiral derivatization protocol for determining the enantiopurity of chiral primary amines by H-1 NMR spectroscopic analysis is described here. The method involves condensation of the amines with 2-formylphenylboronic acid and enantiopure 1,1'-bi-2-naphthol. This approach affords a mixture of diastereoisomeric iminoboronate esters whose ratio can be determined by the integration of well-resolved diastereotopic resonances in their H-1 NMR spectra, thus enabling the enantiopurity of the parent amine to be determined easily. The protocol, as described, takes less than 90 min to complete.
Original language | English |
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Pages (from-to) | 210-214 |
Number of pages | 5 |
Journal | Nature protocols |
Volume | 3 |
Issue number | 2 |
DOIs | |
Publication status | Published - 1 Jan 2008 |