Application of carbon-13 nuclear magnetic resonance to the configurational analysis of stereoisomeric Nα-methyl-Nβ-acetylphlegmarines

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.

This publication has 0 references indexed in Scilit: