An Expedient Protecting-Group-Free Total Synthesis of (±)-Dievodiamine

The first total synthesis of the Evodia rutaecarpa derived natural product dievodiamine is described. The convergent synthesis was performed without protecting groups, delivering a route that is short and high yielding and uses limited chromatography. Key steps include organometallic addition into a DHED adduct and the Stille coupling of two advanced intermediates to complete the synthesis.