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Communication | Special issue | Vol 67, No. 2, 2006, pp.535-542
Published online, 28th October, 2005
DOI: 10.3987/COM-05-S(T)63
Pd-catalyzed Allylic Alkylation of Pyrroles with Allyl Alcohols Promoted by Triethylborane

Masanari Kimura, Miki Fukasaka, and Yoshinao Tamaru*

*Faculty of Engineering, Nagasaki University, 1-14, Bunkyo-machi, Nagasaki 852-8521, Japan


Triethylborane promotes the Pd-catalyzed allylic alkylation of pyrroles with a variety of allylic alcohols to provide either C2 allylation products (α,α-, γ,γ-dimethylallyl alcohol and geraniol) or C2,C5 diallylation products (allyl alcohol, α-, β-, γ-methyl-, and α-, γ-phenylallyl alcohols) in good to excellent yields under mild conditions.