Journal of the American Chemical Society

Palladium-catalyzed coupling of vinyl triflates with organostannanes. Synthetic and mechanistic studies

WJ Scott, JK Stille

Index: Scott,W.J.; Stille,J.K. Journal of the American Chemical Society, 1986 , vol. 108, p. 3033

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Citation Number: 511

Abstract

Abstract: The palladium-catalyzed coupling reaction of vinyl triflates with acetylenic, vinyl, allyl, and alkyl tin reagents in the presence of lithium chloride or another suitable salt takes place in high yields under mild reaction conditions; however, benzyl and phenyl tin reagents give poor yield of coupled product. The utilization of a tin or silicon hydride reagent in place of the organotin partner yields the alkene by reductive cleavage of the triflate group. The ...

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