Œstrone has been converted into 14α-methylœstr-4-ene-3,15-dione (V) in 14 steps. Direct alkylation at position 14 (activated by a 15-oxo-group) proved convenient for introducing the angular methyl group. Configuration of the 14-methyl substituent was established by o.r.d. measurements.
G. R. Pettit and T. H. Brown, J. Chem. Soc. C, 1967, 2024 DOI: 10.1039/J39670002024
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