
TY  - JOUR
A1  - Lassak, EV 
A1  - Pinhey, JT 
A1  - Simes, JJH 
T1  - The two C 8 epimers of 3&#946;-Acetoxylanost-9(11)-en-7-one
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1973
VL  - 26
IS  - 5
SP  - 1051
EP  - 1057
KW  - 
UR  - https://doi.org/10.1071/CH9731051 
N2  - 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). 
ER  -

