Carbon-carbon bond formation by the reaction of organolithiums with α-lithiated cyclic enol ethers. Stereoselective synthesis of β-and γ-hydroxy di-and tri-substituted …
Abstract α-Lithiation of dihydrofuran, benzofuran, and dihydropyran followed by treatment with various organolithiums stereoselectively produces in good yields the corresponding ring-opened (E)-alkenyllithiums, ie,(E)-β (or γ)-hydroxy-ω-alkenyl-ω-lithioalkenes, the lithium atom of which can be readily replaced with H, D, or C groups, such as CO 2 and Me.