Figure 31.
(A) Hartwig’s Ir-catalyzed C–H silylation/oxidation pathway favors formation of 1,3-diols. (B) The oxidation of 184 results in a primary alcohol at the C23 position. The previous state of the art to access oxidized derivatives at the position was a 10 step synthesis. (C) After Ru-catalyzed silylation of the C3 alcohol, a similar Ir-catalyzed rearrangement/oxidation yields C23 oxidized 188.202