Palladium (0)-catalyzed rearrangement of N-allyl enamines. Synthesis of. delta.,. epsilon.-unsaturated imines and. gamma.,. delta.-unsaturated carbonyl compounds

S Murahashi, Y Makabe, K Kunita

Index: Murahashi, Shun-Ichi; Makabe, Yoshiki; Kunita, Kazuto Journal of Organic Chemistry, 1988 , vol. 53, # 19 p. 4489 - 4495

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Citation Number: 78

Abstract

Palladium-catalyzed rearrangement of N-allylenamines proceeds readily in the presence of a catalytic amount of trifluoroacetic acid to give &unsaturated imines. Conveniently, G, c- unsaturated imines can be prepared directly by the reactions of allylamines with carbonyl compounds under the same conditions highly efficiently. The reaction involves oxidative addition of Pd (0) species to allylenammonium salts to give mdlylpalladium complexes, ...