Palladium-Catalyzed Regio- and Stereoselective Hydrosulfonation of Propiolate Esters

Abstract

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.

Key words

palladium - sulfonic acid - propiolate - regioselective - stereoselective - alkenyl sulfonate - Sonogashira cross-coupling

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