
%0 Journal Article
%A Cambie, RC 
%A Craw, PA 
%A Hughes, RJ 
%A Rutledge, PS 
%A Woodgate, PD 
%T The Woodward-Pr&#233;vost reaction with 5&#945;-Androst-7-ene
%J Australian Journal of Chemistry
%D 1982/10/01
%V 35
%N 10
%P 2111-2130
%K 
%R https://doi.org/10.1071/CH9822111
%U https://www.publish.csiro.au/paper/CH9822111 
%X 5&#945;-Androst-7-ene (8) has been prepared from 3&#946;-hydroxyandrost-5-en-17-one by a route which is superior to the usual procedure for making steroidal 7-enes. The products from reaction of 5&#945;- androst-7-ene under Woodward-Prevost conditions are 5&#945; -androsta-7,9(11)-diene (29),5&#945;-androsta- 7,14-diene (30), 5&#945;-androst-8-ene-7a,11&#946;-diol diacetate (31) and 5&#945; -androst-8-ene-7&#945;,11&#945;-diol diacetate (32). The isolation of 5&#945; -androsta-7,9(11)-diene and its independent conversion into the diacetates (31) and (32) supports a mechanism proposed by Djerassi et al. for the analogous oxidation of 5&#945;-cholest-7-ene (1). 
