Synthesis of (−)-julocrotine and a diversity oriented Ugi-approach to analogues and probes

Abstract

An improved total synthesis of (−)-julocrotine in three steps from Cbz-glutamine, in 51% overall yield, is presented. To demonstrate the potential of the heterocyclic moiety for diversity oriented synthesis, a series of (−)-julocrotine analogues was synthesized by employing the heterocyclic precursor as an amino input in Ugi four-component reactions (Ugi-4CR) .

Keywords

• diversity oriented synthesis
• julocrotine
• leishmania
• Mitsunobu reaction
• Ugi reaction