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Gold Redox Catalysis with a Selenium Cation as Mild Oxidant.

Gold-catalyzed alkyne and allene diselenations were developed.  Excellent regioselectivity (trans) and good to excellent yields were achieved (up to 98% with 2% catalyst loading) with a wide range of substrates.  Mechanistic investigation revealed the formation of a vinyl gold(I) intermediate followed by an intermolecular selenium cation migration, suggesting that a gold (I/III) redox process was successfully implemented under mild conditions.