
%0 Journal Article
%A Cleaver, L 
%A Nimgirawath, S 
%A Ritchie, E 
%A Taylor, WC 
%T The alkaloids of <I>Elmerrillia papuana</I> (Magnoliaceae) : Structure and synthesis of elmerrillicine
%J Australian Journal of Chemistry
%D 1976/09/01
%V 29
%N 9
%P 2003-2021
%K 
%R https://doi.org/10.1071/CH9762003
%U https://www.publish.csiro.au/paper/CH9762003 
%X From the bark of Elmerrillia papuana (Schltr.) Dandy (Magnoliaceae) were isolated the known alkaloids liriodenine, norushinsunine (as its diacetyl derivative) and N-methylushinsunine iodide, together with a new alkaloid, elmerrillicine (as its monoacetyl and diacetyl derivatives). By spectroscopic methods elmerrillicine was deduced to be 3-methoxy-l,2-methylenedioxy-6-demethylaporphin-11-ol, This structure was confirmed by a synthesis by the standard route involving a Pschorr reaction and by a photochemical synthesis in which a dehydroaporphine was an intermediate. 
