A simple chiral derivatisation protocol for H-1 NMR spectroscopic analysis of the enantiopurity of O-silyl-1,2-amino alcohols
Reference:
Powell, M. E., Kelly, A. M., Bull, S. D. and James, T. D., 2009. A simple chiral derivatisation protocol for H-1 NMR spectroscopic analysis of the enantiopurity of O-silyl-1,2-amino alcohols. Tetrahedron Letters, 50 (8), pp. 876-879.
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Official URL:
http://dx.doi.org/10.1016/j.tetlet.2008.12.013
Abstract
A simple chiral derivatisation protocol for determining the enantiopurity of O-silyl-protected-1,2-amino alcohols by H-1 NMR spectroscopic analysis is described, which involves their treatment with 2-formylphenylboronic acid and enantiopure (syn)-methyl-2,3-dihydroxy-3-phenylpropionate to afford mixtures of imino-boronate esters whose diastereoisomeric ratio is an accurate reflection of the enantiopurity of the parent amino alcohol.
Details
| Item Type | Articles |
| Creators | Powell, M. E., Kelly, A. M., Bull, S. D. and James, T. D. |
| DOI | 10.1016/j.tetlet.2008.12.013 |
| Uncontrolled Keywords | 2-amino alcohol, 1, chiral derivatisation agent, h-1 nmr spectroscopy, enantiomeric excess, boronate esters |
| Departments | Faculty of Science > Chemistry |
| Refereed | Yes |
| Status | Published |
| ID Code | 13455 |
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