Application of carbon-13 nuclear magnetic resonance to the configurational analysis of stereoisomeric Nα-methyl-Nβ-acetylphlegmarines
- 15 September 1981
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 59 (18) , 2695-2702
- https://doi.org/10.1139/v81-388
Abstract
The carbon-13 chemical shifts of isomeric phlegmarines and analogues are presented. The chemical shifts at C-7 and C-9 confirm the assignment of the stereochemistry at C-5. The stereochemistry at C-2' of the isomeric phlegmarines was assigned by comparing the observed shifts with those predicted from conformer populations and conformer shifts for the various conformers obtained by rotation about the (C-5, C-11) and (C-11, C-2') bonds. In particular it is possible to assign the relative configuration 1b to the naturally occurring Nα-methyl-Nβ-acetylphlegmarine.Keywords
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