
%0 Journal Article
%A Culvenor, CCJ 
%A Edgar, JA 
%A Smith, LW 
%A Tweeddale, HJ 
%T Dihydropyrrolizines. IV. Manganese dioxide oxidation of 1,2-dehydropyrrolizidines
%J Australian Journal of Chemistry
%D 1970/09/01
%V 23
%N 9
%P 1869-1879
%K 
%R https://doi.org/10.1071/CH9701869
%U https://www.publish.csiro.au/paper/CH9701869 
%X 1,2-Dehydropyrrolizidine derivatives with 7-OH or 1-CH2OH substituents are readily oxidized by manganese dioxide. The principal products are dihydropyrrolizine derivatives with the hydroxyls still present or changed to carbonyl, or N-(2'-formylethyl)pyrroles resulting from fission of the C7-C8 bond of the pyrrolizidine ring. The several reaction pathways are defined and interpreted on the basis of mechanisms involving formation and fission of manganate esters. 
