Schönecker with a C19-iminopyridine

The Schönecker oxidation popularized in the total synthesis of many natural products involves a copper mediated oxidation of a C17-iminopyridine steroid derivative to yield a 12beta-hydroxy steroid product. Here, a C19-iminopyridine steroid derivative was used to yield some wild chemistry: C1beta-hydroxylation/19-peroxidation and a C5-C6 olefin difunctionalization.

Steroids paper