Abstract

Abstract (−)-Ascochlorin was synthesized using palladium-catalyzed three component coupling reaction. Reaction of the aryl iodide 3, isoprene, and sodium p-toluenesulfinate in the presence of Pd2(dba)3CHCl3 catalyst and NaHCO3 gave the 4-aryl-2-methyl-2-butenylsulfone 5 selectively in 68% yield. The allylic sulfone 5 was converted into the useful intermediate 2 in 5 steps, which was subjected to Julia olefination with the aldehyde 4 and deprotection gave (−)-ascochlorin.

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