Access to 5(6→7)abeo-Steroids through Benzilic Acid Rearrangement of i-Steroids
F. Noack, B. Hartmayer, P. Heretsch – 2018
Benzilic acid rearrangement of i-steroid ketones and their subsequent opening gives access to 5(6→7)abeo-steroids. The functional group tolerance is demonstrated by several examples, including substrates with additional olefinic groups. The method opens a potential route to the synthesis of complex natural products such as solanioic acid from abundant steroid starting materials like ergosterol.