Chemical Communications

Regiocontrol in palladium-catalysed allylic alkylation by addition of lithium iodide

M Kawatsura, Y Uozumi, T Hayashi

Index: Kawatsura, Motoi; Uozumi, Yasuhiro; Hayashi, Tamio Chemical Communications, 1998 , # 2 p. 217 - 218

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Citation Number: 29

Abstract

Regioselectivity in the palladium-catalysed allylic alkylation of 1-arylprop-2-enyl acetates [ArCH (OAc) CHCH2] or (E)-3-phenylprop-2-enyl acetate (PhCHCHCH2OAc) with sodium enolates of soft carbon nucleophiles is controlled by addition of a catalytic amount of lithium iodide to give lienar products [(E)-ArCHCHCH2Nu] exclusively; their branch isomers [ArCH (Nu) CHCH2] were not detected.

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