
%0 Journal Article
%A Cambie, RC 
%A Rutledge, PS 
%A Stevenson, RJ 
%A Woodgate, PD 
%T Synthesis of Phthalide Derivatives of Podocarpic Acid Via Directed <I>ortho</I> Metalation: a Route to Highly Substituted Octahydrochrysene Derivatives
%J Australian Journal of Chemistry
%D 1994/05/01
%V 47
%N 5
%P 913-920
%K 
%R https://doi.org/10.1071/CH9940913
%U https://www.publish.csiro.au/paper/CH9940913 
%X Two phthalide derivatives (7) and (8) have been prepared from podocarpic acid (1) via directed ortho metallation. The ring-c aromatic 16-oxa-17-oxo androstane analogue (8) was reacted with dimethyl acetylenedicarboxylate to give the 1,4-epoxy decahydrochrysene derivatives (9) and (10). The stereoisomer (10) was aromatized under acidic conditions to give the chrysen-1-ol derivative (11). 
