Scandium-Mediated Opening of Aziridine Carboxylates: A Facile Synthesis of Aryl Substituted Tryptophans

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Abstract
The treatment of enantiomerically pure L-serine-derived N-Cbz- or N-Fmoc-aziridine carboxylates with indole derivatives in the presence of a stoichiometric amount of Sc(Otf)3 in dichloromethane at 0 °C or RT gives the aryl-substituted and protected tryptophan derivatives in good yields. Attempts to catalyze the reaction are also reported.

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