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Regiocontrol in palladium-catalysed allylic alkylation by addition of lithium iodide
Chemical Communications Pub Date : 01/01/1900 00:00:00 , DOI:10.1039/A707652E
Abstract

Regioselectivity in the palladium-catalysed allylic alkylation of 1-arylprop-2-enyl acetates [ArCH(OAc)CH[double bond, length half m-dash]CH2] or (E)-3-phenylprop-2-enyl acetate (PhCH[double bond, length half m-dash]CHCH2OAc) with sodium enolates of soft carbon nucleophiles is controlled by addition of a catalytic amount of lithium iodide to give lienar products [(E)-ArCH[double bond, length half m-dash]CHCH2Nu] exclusively; their branch isomers [ArCH(Nu)CH[double bond, length half m-dash]CH2] were not detected.

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