Synthesis of arylallenes by palladium-catalyzed retro-propargylation of homopropargyl alcohols.
Treatment of tertiary homopropargyl alcohol with aryl halide under palladium catalysis provided arylallenes regioselectively. The reaction includes retro-propargylation, which proceeds in a concerted fashion via a cyclic transition state and transfers the stereochemistry of homopropargyl alcohols through C-C bond cleavage. The present method enables the use of homopropargyl alcohols as allenylmetal equivalents.
Hayashi
Sayuri
S
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto-daigaku Katsura, Nishikyo-ku, Kyoto 615-8510, Japan.
Hirano
Koji
K
Yorimitsu
Hideki
H
Oshima
Koichiro
K