Tetrahedron letters

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 …

T Nguyen, E Negishi

Index: Nguyen, Thinh; Negishi, Ei-ichi Tetrahedron Letters, 1991 , vol. 32, # 42 p. 5903 - 5906

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Citation Number: 27

Abstract

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.