Preparation of C2-symmetric allenes by palladium-catalyzed double-nucleophilic substitution on 3-bromopenta-2,4-dienyl acetate.
Easily accessible 3-bromopenta-2,4-dienyl acetate was applied to the palladium-catalyzed reaction with soft nucleophiles. The reaction proceeded through the stepwise 2-fold nucleophilic substitution via formal S(N)2' and S(N)2 processes giving the various doubly functionalized C(2)-symmetric allenes in good yields.
Catalysis Research Center and Graduate School of Life Science, Hokkaido University, Kita-ku, Sapporo 001-0021, Japan. ogasawar@cat.hokudai.ac.jp
Masamichi
M
Ogasawara
Mayuka
M
Suzuki
Tamotsu
T
Takahashi