
TY  - JOUR
A1  - Baigent, DR 
A1  - Lewis, KG 
T1  - Supposed acetyl migration from the 3&#946;- to the 19-hydroxyl group in &#916;<sup>5</sup>-steroids
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1974
VL  - 27
IS  - 2
SP  - 323
EP  - 329
KW  - 
UR  - https://doi.org/10.1071/CH9740323 
N2  - The product of monotritylation of 3&#946;,19-dihydroxyandrost-5-en-17-one is the 3&#946;-trityl ether, not the 19-trityl ether as previously proposed. In consequence the product of acetylation of the monotrityl ether is 19-acetoxy-3&#946;-trityloxyandrost-5-en-17-one and thus acid-catalysed detritylation of this compound yields directly the 19-acetoxy derivative without the invoking of an acid-catalysed rearrangement. The isomeric 3&#946;-hydroxy-19-trityloxyandrost-5-en-17-one has been prepared as well as a number of 3&#946;-tritylated &#916;5-steroids which have been used to study the influence of the trityl ether group upon p.m.r. chemical shifts in this series. 
ER  -

