Tetrahedron

Carbopalladation of allenic hydrocarbons.: A new way to functionalized styrenes and 1, 3-butadienes.

M Ahmar, JJ Barieux, B Cazes, J Gore

Index: Ahmar, Mohammed; Barieux, Jean-Jacques; Cazes, Bernard; Gore, Jacques Tetrahedron, 1987 , vol. 43, # 3 p. 513 - 526

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Citation Number: 57

Abstract

The palladium-catalyzed coupling reaction of allenes, vinyl or aryl halides and stabilized carbanions is described: π-allyl palladium complexes are formed by addition of a vinyl or an aryl-palladium complex to an allenic hydrocarbon and trapped by the sodium enolate of diethyl malonate giving rise with good yields to β-butadienyl or β-styryl malonates. With monoalkyi allenes, the reaction is regiospecific with attack of the nucleophile on the ...

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