Steroids with 4-ene-3,6-dione functionality have application in natural product chemistry, as synthetic intermediates and as aromatase inhibitors. Here, we report a two-phase oxidation of a range of steroidal 5-en-3β-ols into corresponding 4-ene-3,6-diones using a modified Jones oxidation. The new reaction affords high yields (77–89%) of product in relatively short reaction times (1–2 h). The simplicity of this reaction gives significant advantages over previously reported methodologies.
|Number of pages||4|
|Publication status||Published - Jan 2006|
- Jones oxidation
- One-pot synthesis
- Aromatase inhibitor