SCHEDULED MAINTENANCE
Bromination of 5α-androst-2-ene-1,17-dione and dehydrobromination of the product afforded androsta-2,4-diene-1,17-dione. Treatment of this with alkali afforded 3α,5α-epoxyandrostane-1,17-dione. This structure was confirmed by reduction to 3α,5α-epoxyandrostane, which was also prepared from androstane-3β,5α-diol. Androsta-2,4-diene-1,17-dione on treatment with acetone and hydrochloric acid gives a 3α,5α-adduct.
J. R. Hanson and T. D. Organ, J. Chem. Soc. C, 1970, 1065 DOI: 10.1039/J39700001065
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