
%0 Journal Article
%A Canbie, RC 
%A Denny, WA 
%T Chemistry of the Podocarpaceae. XX. Epoxides of ring-A-unsaturated 12-Methoxypodocarpa-8,11,13-trienes
%J Australian Journal of Chemistry
%D 1969/08/01
%V 22
%N 8
%P 1699-1709
%K 
%R https://doi.org/10.1071/CH9691699
%U https://www.publish.csiro.au/paper/CH9691699 
%X Selective epoxidation of the methoxy alkene mixture (IX) from oxidative decarboxylation of 12-methoxypodocarpa-8,11,13-trien-19-oic acid (I) provides a method of obtaining a high yield of the exocyclic alkene (VII) from the mixture. Isolation of the 3&#945;,4&#945;-epoxide (X) during the epoxidation allows the formation of C 3 oxygenated derivatives of 12- methoxypodocarpa-8,11,13-trien-19-oic acid.     Methods for opening the epoxide ring of (X) and of the 4&#945;,5&#945;- and 4&#945;,19-epoxides, (XI) and (XII), have been examined, and the structures of the products from rearrangement of each epoxide with boron trifluoride have been assigned. 
