41. Acyl migration in steroids

Absorption Spectroscopy and the Structures of the Diosterols

“…(XVI) to a ketoxide, which was then hydrolyzed. We suggest the structure XVII for the ketoxide (the orientation shown for the oxide ring is arbitrary), and interpret its formation as proceeding through a known migration of the acetyl group from the 3-to the 4-position in acetic acid solution (10,11).…”

Chemical Syntheses of 7‐Keto‐Δ5‐sterols

“…To improve on these procedures, we tested the use of diphenyl diselenide as a catalyst to reduce reaction times and amounts of reagent required for oxidation and observed that lower quantities of the required reagent (PCC) were needed. That selenium reagents introduce a hydroxyl group at allylic positions in a substrate has long been known (59)(60)(61). In our case these substrates would be oxidized to a ketone.…”

Review of chemical syntheses of 7‐keto‐Δ5‐sterols

“…That selenium reagents introduce a hydroxyl group at allylic positions in a substrate has long been known (59)(60)(61). That selenium reagents introduce a hydroxyl group at allylic positions in a substrate has long been known (59)(60)(61).…”