Gold (I)-catalyzed intermolecular hydroarylation of allenes with nucleophilic arenes: scope and limitations

MA Tarselli, A Liu, MR Gagné

Index: Tarselli, Michael A.; Liu, Ann; Gagne, Michel R. Tetrahedron, 2009 , vol. 65, # 9 p. 1785 - 1789

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Citation Number: 41

Abstract

The addition of nucleophilic methoxyarenes to allenes proceeds at room temperature in dichloromethane with a catalytic amount of phosphite-gold (I) precatalyst and silver additive. The addition is regioselective for the allene terminus, and generates E-allylation products without the need for prefunctionalization of the synthons as organometallics or allyl bromides. Coordinating heteroaromatics and sterically hindered allenes do not participate ...