Tetrahedron letters

Influence of the catalytic conditions on the selectivity of the Pd-catalyzed Heck arylation of acrolein derivatives

S Noël, L Djakovitch, C Pinel

Index: Noel, Sebastien; Djakovitch, Laurent; Pinel, Catherine Tetrahedron Letters, 2006 , vol. 47, # 23 p. 3839 - 3842

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Citation Number: 17

Abstract

The Heck arylation of acrolein with a variety of condensed aryl and heteroaryl halides is described. Depending on the substrate, up to 87% isolated yield to the expected aldehydes was achieved. When the reaction was run on diethylacetal acrolein, the choice of catalytic system dramatically affected the selectivity of the reaction: the catalyst system based on Herrmann's palladacycle complex gave mainly saturated esters 2, whereas Cacchi's ...