Palladium-catalyzed stereospecific epoxide-opening reaction of γ,δ-epoxy-α,β-unsaturated esters with an alkylboronic acid leading to γ,δ-vicinal diols with double inversion of the configuration
2003
Hirai, Atsushi | Yu, Xiao-Qiang | Tonooka, Terumichi | Miyashita, Masaaki
A palladium-catalyzed stereospecific epoxide-opening reaction of γ,δ-epoxy-α,β-unsaturated esters with an alkylboronic acid leading to γ,δ-vicinal diols is described, which proceeds with retention of the configuration, i.e., via two consecutive SN2 processes, to afford the corresponding γ,δ-cyclic boronates in high yields.
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