214466-82-7Relevant academic research and scientific papers
A new strategy for the preparation of 11-oxygenated steroids synthesis of (±)-adrenosterone
Grieco, Paul A.,May, Scott A.,Kaufman, Michael D.
, p. 7047 - 7050 (1998)
Conjugate 1,4-addition of 1-[(tert-butyldimethylsilyl)oxy]-2-methyl- 1,3-cyclohexadiene (5) to 2-methyl-cyclopentenone in highly polar media and subsequent alkylation of the resultant silyl enol ether (4) with phenylthiodienyl carbonate 10 in 5.0 M LiClO4·Et2O provides substrate 2. Exposure of 2 to TMSOTf/TMSOCH2CH2OTMS affords tetracyclic bis-ketal 3, which is converted into (±)-adrenosterone (1) in four steps.
