A Concise Stereocontrolled Total Synthesis of (±)-Stemoamide

A concise stereocontrolled total synthesis of (±)‐stemoamide (1) was achieved in six steps starting from readily accessible 2‐trimethylsilioxy‐3‐methylfuran, methyl‐4‐nitrobutyrate, and acrolein. After converting the nitro group into a ketone, a subsequent reductive amination was used as the key step to construct the seven‐membered ring and also to control the configuration of the C9a stereochemical center of stemoamide. Hit for six: (±)‐Stemoamide was synthesized in six steps starting from readily accessible 2‐trimethylsilioxy‐3‐methylfuran, methyl‐4‐nitrobutyrate, and acrolein after converting the nitro group into a ketone and a subsequent reductive amination.