Z-Enediynes are prepared by a vicinal dialkynylation of triaryl(arylethynyl)phosphonium cations. The method, which proceeds under mild transition metal-free conditions, can be conducted on multigram scale as a one-pot, phosphine-mediated synthetic cycle giving enediyne products with excellent control of configuration.
K. D. Reichl and A. T. Radosevich, Chem. Commun., 2014, 50, 9302 DOI: 10.1039/C4CC03415E
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