Chemical Communications

Alkynes as masked ylides: gold-catalysed intermolecular reactions of propargylic carboxylates with sulfides

PW Davies, SJC Albrecht

Index: Davies, Paul W.; Albrecht, Sebastien J.-C. Chemical Communications, 2008 , # 2 p. 238 - 240

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Citation Number: 52

Abstract

The transition-metal-catalysed decomposition of diazo compounds is a well-established and powerful strategy to access metal carbenoids, which may then be used to generate reactive intermediates. A powerful example is the Doyle–Kirmse reaction, which generates new C–C and C–S bonds (Scheme 1), most notably under Rh(II) and Cu(I) catalysis. 1 In this process, an allyl sulfide 3 reacts with carbenoid 2 to give a sulfur ylide intermediate 4 that is ...