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Preparation of C2-Symmetric Allenes by Palladium-Catalyzed Double-Nucleophilic Substitution on 3-Bromopenta-2,4-dienyl Acetate

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journal contribution
posted on 15.06.2012, 00:00 authored by Masamichi Ogasawara, Mayuka Suzuki, Tamotsu Takahashi
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 SN2′ and SN2 processes giving the various doubly functionalized C2-symmetric allenes in good yields.