Abstract:Electrochemical acetamidosulphenylation of a number of steroidal alkenes is described via oxidation of diphenyl, di-p-tolyl, dibenzyl and dipropyl disulphide in acetonitrile. The regiochemistry and stereochemistry of addition are established by analysis of the products to obtain n.m.r. coupling constant data, and by relation of the products to known steroidal amides via reductive desulphurisation. The addition of the same disulphides to steroidal alkenes promoted by lead(iv), manganese( iii), and copper( 11) s… Show more
Anodic acetamidosulfenylation of the cholestene (Ia) with the diaryldisulfides (VIII) yields the acetamido sulfides (IVa)‐(IVd), each of which is converted to the amide (IVe) on reductive desulfurization.
Anodic acetamidosulfenylation of the cholestene (Ia) with the diaryldisulfides (VIII) yields the acetamido sulfides (IVa)‐(IVd), each of which is converted to the amide (IVe) on reductive desulfurization.
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