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Palladium-Catalyzed Regio- And Stereoselective Hydrosulfonation Of Propiolate Esters

Shih-Ching Chuang, Selvam Raju, Pratheepkumar Annamalai, Fu-Wei Chan, Po-Yen Tseng, Po-Yen Chen, Ting-Shen Kuo

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An efficient palladium-catalyzed addition reaction of alkyl- and arylsulfonic acids to propiolate esters to yield alkenyl sulfonates is demonstrated. The formation of alkenyl sulfonates is highly regio- and stereoselective with favorable yields of up to 95%, and two of the alkenyl sulfonates are utilized for a Sonogashira cross-coupling reaction to produce (Z)-1,3-enynoates.