
%0 Journal Article
%A Culvenor, CCJ 
%A Smith, LW 
%T The Alkaloids of <I>Crotalaria goreensis</I> Guill. et Perr.: 7&#946;-Hydroxy-1-methylene-8&#946;- and 7&#946;-Hydroxy-1-methylene-8&#945;-pyrrolizidine
%J Australian Journal of Chemistry
%D 1961/06/01
%V 14
%N 2
%P 284-294
%K 
%R https://doi.org/10.1071/CH9610284
%U https://www.publish.csiro.au/paper/CH9610284 
%X The principal alkaloid of Crotalaria goreensis Guill. et Perr. is 7&#946;-hydroxy-1-methylene-8&#946;-pyrrolizidine (II),* a (+)-heliotridane derivative with the relative configuration of heliotridine at C7 (absolute configuration 7R, 88). Of two minor alkaloids isolated, one is the 7&#946;-hydroxy-8&#945; diastereoisomer (V) (absolute configuration 7R, 8R). The other minor alkaloid is isomeric with (II) and (V) but does not possess a 1-methylene group. The alkaloid (V) and the enantiomer of the principal alkaloid have been synthesized by reduction of the appropriate 1-chloromethyl-7-hydroxy-1,2-dehydropyrrolizidine with zinc and sulphuric acid. In this reduction some of the 1-methyl-1,2-dehydropyrrolizidine is formed but the 1-methylenepyrrolizidine is the main product. 
