
%0 Journal Article
%A Crow, WD 
%T The stereochemistry and Hofmann degradation of Lupinine methiodides
%J Australian Journal of Chemistry
%D 1958/09/01
%V 11
%N 3
%P 366-371
%K 
%R https://doi.org/10.1071/CH9580366
%U https://www.publish.csiro.au/paper/CH9580366 
%X Optical rotation studies on the epimers (-)-lupinine and (+)-epilupinine and their methiodides lead to the conclusion that while (+)-epilupinine methiodide has the normal trans-ring junction, (-)-lupinine methiodide has a cis-ring junction.   Unlike the quaternary salts of cryptopleurine, canadine, and tetrahydropalmatine, neither of the lupinine methiodides could be racemized by refluxing with alkali. 
