Concise Synthesis of All Stereoisomers of Dendroamide A by Fluorous Mixture Synthesis Based on Fluorous-Fmoc Protection of Amino Acids

A liquid‐phase split‐type synthesis of all the stereoisomers of dendroamide A, which exhibits multidrug‐resistance reversing activity, has been carried out. The key to the concise synthesis was the fluorous‐Fmoc protection strategy of each of the starting materials (D‐ and L‐alanine and D‐ and L‐valine). By using the fluorous‐Fmoc encoding method, the target stereoisomers were effectively synthesized individually in fewer steps than by the corresponding linear synthetic routes. All eight stereoisomers of dendroamide A have been concisely synthesized by fluorous mixture synthesis based on an encoding strategy of amino acid stereocenters by using fluorous‐Fmoc reagents.