Enantioselective Synthesis of Fluoroalkyl-Substituted syn-Diamines by the Asymmetric gem-Difunctionalization of 2,2,2-Trifluorodiazoethane

We describe a facile strategy for building enantioenriched fluoroalkyl-substituted syn-diamines by the asymmetric gem-difunctionalization of 2,2,2-trifluorodiazoethane, which could be efficiently converted to a series of fluoroalkyl-substituted structures. The proposed key intermediate is an ammonium ylide generated from 2,2,2-trifluorodiazoethane, and its reactivity was further explored by DFT calculations.