Collect. Czech. Chem. Commun. 1984, 49, 2932-2941

Photochemical 6β-hydroxylation of 11β-hydroxy-4-androstene-3,17-dione

Alexander Kasal and Jorga Smolíková

Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6


The utilisability of the photochemical oxygenation of Δ3,5-enol ethers of the type III is limited in 11β-hydroxy derivatives which under the conditions of enol-etherification undergo dehydration to a considerable extent. A method for the protection of the 11β-hydroxy group in the form of a 11-keto group has been elaborated; after the enol-etherification the keto group can be reduced back to the 11β-hydroxy group.