Highly selective synthesis of (E)-N-aryl-N-(1-propenyl) ethanamides via isomerization of N-allyl ethanamides catalyzed by ruthenium complexes

…, T Bieg, N Kuznik, K Leszczynska-Sejda, M Kubicki…

Index: Krompiec, Stanislaw; Pigulla, Mariola; Szczepankiewicz, Wojciech; Bieg, Tadeusz; Kuznik, Nikodem; Leszczynska-Sejda, Katarzyna; Kubicki, Maciej; Borowiak, Teresa Tetrahedron Letters, 2001 , vol. 42, # 40 p. 7095 - 7098

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Citation Number: 46

Abstract

A convenient and highly selective method of synthesis of (E)-N-aryl-N-(1-propenyl) ethanamides via isomerization of respective N-allyl-N-arylethanamides catalyzed by [RuClH (CO)(PPh3) 3] has been described. N-Allyl-N-arylethanamides have been obtained by allylation of respective N-arylethanamides under PTC conditions. It is proposed that the observed selectivity of the double bond migration to (E)-enamides is due to the interaction ...