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This synthesis reaction is the first generalizable strategy for generating oligocyclotryptamines with complete stereochemical control. The reaction is facilitated by first synthesizing aryl-alkyl diazenes that serve as monomers that are then iteratively reacted to build the large oligocyclotryptamine molecules. Additionally, this system is modular, and the inventors describe successful synthesis of pure enantiomeric forms of five different oligocyclotryptamine molecules by simply switching diazene monomer choice.