Mechanistic Studies on Pd-Catalyzed Telomerization and Co-Cyclization of Butadiene: Amphiphilicity of Bis-. PI.-allylpalladium Intermediate in the Presence of …

…, T Okano, T Nomura, K Saiki, T Sai, J Tsuji

Index: Kiji, Jitsuo; Okano, Tamon; Nomura, Takaaki; Saiki, Kayoko; Sai, Torei; Tsuji, Jiro Bulletin of the Chemical Society of Japan, 2001 , vol. 74, # 10 p. 1939 - 1945

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Citation Number: 9

Abstract

Pd-catalyzed reactions of butadiene, which proceed through a bis-π-allylpalladium intermediate,(η 3, η 3-C 8 H 12) Pd (2), were performed in the presence of both a pronucleophile (aceto-or cyanoacetate) and an electrophile (benzaldehyde). Methyl aceto- or cyanoacetate and benzaldehyde reacted independently with 2 to give telomers 8 and the divinyl-substituted pyranes 9, respectively. In the case of methyl cyanoacetate, the co- ...