Stereoselectivity in quaternization of thebaine. 270 MHz PMR spectroscopic studies

@inproceedings{Manoharan1987StereoselectivityIQ,
  title={Stereoselectivity in quaternization of thebaine. 270 MHz PMR spectroscopic studies},
  author={T. Samuel Manoharan and K. M. Madhyastha},
  year={1987}
}
The quaternization of thebaine (I) with Pr iodide and iso-Pr iodide was studied by PMR spectroscopy. The results indicate that the major diastereomer is formed to the extent of approximate 75% of the diastereomeric mixture by axial attack of the alkyl halide. There is no significant change in the ratio of the diastereomers with solvent or with large excess of the alkyl halide used. The diastereomers were separated by column chromatog. on neutral alumina, characterized by various phys. data and… CONTINUE READING