Rycroft, D. S., Robins, D. J. and Sadler, I. H. (1991) Assignment of the 1H and 13C NMR spectra of the quinolizidine alkaloid anagyrine and determination of its conformation. Magnetic Resonance in Chemistry, 29(9), pp. 936-940. (doi: 10.1002/mrc.1260290913)
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Abstract
The <sup>1</sup>H NMR spectrum of the quinolizidine alkaloid (−)-anagyrine has been studied at 200 and 600 MHz. A full assignment of the <sup>1</sup>H signals has been achieved by application of a variety of NMR techniques, including homonuclear spin decoupling, NOE difference, 2D <i>δ</i><sub>H</sub>/<i>δ</i><sub>H</sub> COSY and direct <i>δ</i><sub>C</sub>/<i>δ</i><sub>H</sub> correlation (including HMQC) experiments. The <sup>13</sup>C NMR spectrum has also been assigned, and differences from the current literature assignments are reported. The conformation of (−)-anagyrine has been elucidated by consideration of the proton-proton spin-spin coupling constants and NOEs. The configuration of the lone pair of the tertiary amine nitrogen is <i>β</i>, ring B has an envelope conformation and rings C and D have chair conformations with a <i>cis</i>-decalin type of ring fusion between them.
Item Type: | Articles |
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Status: | Published |
Refereed: | Yes |
Glasgow Author(s) Enlighten ID: | Rycroft, Dr David and Robins, Prof David |
Authors: | Rycroft, D. S., Robins, D. J., and Sadler, I. H. |
Subjects: | Q Science > QD Chemistry |
College/School: | College of Science and Engineering > School of Chemistry |
Journal Name: | Magnetic Resonance in Chemistry |
Publisher: | John Wiley & Sons, Ltd |
ISSN: | 0749-1581 |
ISSN (Online): | 1097-458X |
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