CARBON-CARBON BOND FORMATION BY THE REACTION OF ORGANOLITHIUMS WITH α-LITHIATED CYCLIC ENOL ETHERS. STEREOSELECTIVE SYNTHESIS OF β- AND γ-HYDROXY DI- AND TRISUBSTITUTED ALKENES

Article abstract of DOI:10.1016/S0040-4039(00)79422-6

α-Lithiation of dihydrofuran, benzofuran, and dihydropyran followed by treatment with various organolithiums stereoselectively produces in good yields the corresponding ring-opened (E)-alkenyllithiums, i. e., (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 CO2 or Me.