Catalytic Amphiphilic Allylation via Bis-π-allylpalladium Complexes and Its Application to the Synthesis of Medium-Sized Carbocycles

H Nakamura, K Aoyagi, JG Shim…

Index: Nakamura; Aoyagi; Shim; Yamamoto Journal of the American Chemical Society, 2001 , vol. 123, # 3 p. 372 - 377

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Citation Number: 92

Abstract

The reaction of certain activated alkenes 3 with allyltributylstannane (4) and allyl chloride (5a) in the presence of palladium catalyst gave the bis-allylation products, 1, 7-octadiene derivatives 6a-k, in good to high yields. The reaction of certain imines 9 with 4 and 5a under similar conditions as above afforded the bis-allylated amines, N-allyl-N-3-butene-1-amine derivatives 10a-f, in good to high yields. The bis-allylation reactions most probably ...