
TY  - JOUR
A1  - Culvenor, CCJ 
A1  - Smith, LW 
T1  - 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
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1961
VL  - 14
IS  - 2
SP  - 284
EP  - 294
KW  - 
UR  - https://doi.org/10.1071/CH9610284 
N2  - 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. 
ER  -

