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- W1556934963 abstract "Abstract The mechanism of selenium dioxide-hydrogen peroxide oxidation of saturated steroidal-3-ketones was investigated with the use of 2,2,4,4-D 4 -17β-hydroxy-5α-androstane-3-one. It was proven that formation of lactones II and III proceeds through a process analogous to Baeyer-Villiger oxidation. Formation of ring contracted acid (IV) was subject to a primary isotope effect with considerable C-D bond breakage in rate determining step. From this it was inferred that IV arises via enolization of the ketone. The ring A contracted acid retained essentially three D atoms, hence equilibration was excluded." @default.
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- W1556934963 date "1966-01-01" @default.
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- W1556934963 title "Oxidation of steroidal ketones—vi" @default.
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- W1556934963 doi "https://doi.org/10.1016/0040-4020(66)80028-5" @default.
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