
TY  - JOUR
A1  - Cambie, RC 
A1  - Craw, PA 
A1  - Hughes, RJ 
A1  - Rutledge, PS 
A1  - Woodgate, PD 
T1  - The Woodward-Pr&#233;vost reaction with 5&#945;-Androst-7-ene
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1982
VL  - 35
IS  - 10
SP  - 2111
EP  - 2130
KW  - 
UR  - https://doi.org/10.1071/CH9822111 
N2  - 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). 
ER  -

