
%0 Journal Article
%A Clezy, PS 
%A Duncan, MW 
%A Smythe, GA 
%T Preparation of a Deuterated Analog of Tetrahydropapaveroline Suitable for Use as an Internal Standard for G.C./M.S. Analysis of This Alkaloid: Retro Pictet-Spengler Condensation
%J Australian Journal of Chemistry
%D 1988/04/01
%V 41
%N 4
%P 483-491
%K 
%R https://doi.org/10.1071/CH9880483
%U https://www.publish.csiro.au/paper/CH9880483 
%X Attempts to prepare deuterated analogues of salsolinol and tetrahydropapaveroline by exchange procedures in D2O have demonstrated that the Pictet-Spengler reaction is a reversible process. Tetrahydropapaveroline can be readily obtained from papaverine by reduction with Zn/HCl followed by demethylation in a process which can conveniently be adapted to produce a (2H3)analogue. 
