
TY  - JOUR
A1  - Blair, IA 
A1  - Frith, RG 
A1  - Phillipou, G 
A1  - Seaborn, CJ 
T1  - Regeneration of a Steroid C13 Angular Methyl Group from a Functionalized Precursor : Application to the Preparation of C 18-<sup>2</sup>H<sub>3</sub> Steroids and C 18-<sup>2</sup>H<sub>3</sub> D-Homosteroids
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1979
VL  - 32
IS  - 10
SP  - 2327
EP  - 2330
KW  - 
UR  - https://doi.org/10.1071/CH9792327 
N2  - 3&#946;-Acetoxypregn-5-eno-18,20-lactone has been converted into 3&#946;,20&#946;-dimethoxypregn-5-ene (6) by using electrochemical deoxygenation of a C13 formyl intermediate as a key reaction. The electrochemicalreduction is also shown to be applicable to multiple deuterium labelling of the C13 angular methyl group in high isotopic purity.A facile preparation of 3&#946; -hydroxy-17&#945;-methyl-D-homoandrost-5-en-17a-one (10) and its respective C18-2H3 analogue from the ether (6) is described. 
ER  -

