
%0 Journal Article
%A Lassak, EV 
%A Pinhey, JT 
%A Simes, JJH 
%T The two C 8 epimers of 3&#946;-Acetoxylanost-9(11)-en-7-one
%J Australian Journal of Chemistry
%D 1973/05/01
%V 26
%N 5
%P 1051-1057
%K 
%R https://doi.org/10.1071/CH9731051
%U https://www.publish.csiro.au/paper/CH9731051 
%X Chromium trioxide-acetic acid oxidation of 3&#946;-acetoxylanost-8-ene (1) at approximately 50° yields 3&#946;-acetoxylanosta-7,9(11)-diene (2), 3&#946;- acetoxylanost-8-ene-7,11-dione (3), 3&#946;-acetoxylanost-8-en-7-one (4), and 3&#946;-acetoxy-8&#946;-lanost-9(11)-en-7-one (5). The &#945;,&#946;-unsaturated ketone (4) is not an intermediate in the formation of (3), the oxidation sequence being (1) &#8594; (2) &#8594; (5) &#8594; (3).     Mild 30% hydrogen peroxide-acetic acid oxidation of (1) at 20° affords (2) in almost quantitative yield while further reaction under the same conditions gives 3&#946;-acetoxy-8&#945;-lanost-9(11)-en-7-one (6). 
