13C NMR spectral characterization of epimeric rotenone and some related tetrahydrobenzopyranofurobenzopyranones
Journal of Heterocyclic Chemistry
None
By: S. L. Abidi and M.S. Abidi
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Abstract
The 13C nuclear magnetic resonance (nmr) spectra of epimers of rotenone and four 12a-hydroxy-analogues were examined to determine the stereochemical effect of the B/C ring fusion involving the 6a- and 12a-carbon centers. Chemical shift differences between the epimeric carbon resonances of cis- and trans-6a,12a-compounds were notably larger than those of diastereoisomers derived from the same B/C ring junction stereochemistry. Results of the spectral analysis have been useful for the quantification of mixtures of epimers and for the measurement of rates of epimerization and oxygenation.
Suggested Citation
Abidi, S.L., and Abidi, M., 1983, 13C NMR spectral characterization of epimeric rotenone and some related tetrahydrobenzopyranofurobenzopyranones: Journal of Heterocyclic Chemistry, v. 20, no. 6, p. 1687-1692, https://doi.org/10.1002/jhet.5570200649.
| Publication type | Article |
|---|---|
| Publication Subtype | Journal Article |
| Title | 13C NMR spectral characterization of epimeric rotenone and some related tetrahydrobenzopyranofurobenzopyranones |
| Series title | Journal of Heterocyclic Chemistry |
| DOI | 10.1002/jhet.5570200649 |
| Volume | 20 |
| Issue | 6 |
| Publication Date | March 11, 2009 |
| Year Published | 1983 |
| Language | English |
| Publisher | Wiley |
| Publisher location | Hoboken, NJ |
| Contributing office(s) | Upper Midwest Environmental Sciences Center |
| Description | 6 p. |
| Larger Work Type | Article |
| Larger Work Subtype | Journal Article |
| Larger Work Title | Journal of Heterocyclic Chemistry |
| First page | 1687 |
| Last page | 1692 |